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    SEC Form N-CSRS filed by Guggenheim Taxable Municipal Bond & Investment Grade Debt Trus

    2/2/24 8:33:52 AM ET
    $GBAB
    Investment Managers
    Finance
    Get the next $GBAB alert in real time by email
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    UNITED STATES
    SECURITIES AND EXCHANGE COMMISSION
    Washington, D.C. 20549

    FORM N-CSR

    CERTIFIED SHAREHOLDER REPORT OF REGISTERED MANAGEMENT INVESTMENT COMPANIES

    Investment Company Act file number 811-22437

    Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust
    (Exact name of registrant as specified in charter)

    227 West Monroe, Chicago, IL, 60606
    (Address of principal executive offices) (Zip code)

    Amy J. Lee

    227 West Monroe, Chicago, IL 60606
    (Name and address of agent for service)

    Registrant's telephone number, including area code: (312) 827-0100

    Date of fiscal year end: May 31

    Date of reporting period: June 1, 2023 – November 30, 2023

     

    Item 1. Reports to Stockholders.

    The registrant's annual report transmitted to shareholders pursuant to Rule 30e-1 under the Investment Company Act of 1940, as amended (the “Investment Company Act”), is as follows:

     

     

     

    Guggenheim Funds Semiannual Report

    Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust

       
    GuggenheimInvestments.com CEF-GBAB-SAR-1123

     

     
     

     

     

    GUGGENHEIMINVESTMENTS.COM/GBAB

    ... YOUR LINK TO THE LATEST, MOST UP-TO-DATE INFORMATION ABOUT THE GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST

    The shareholder report you are reading right now is just the beginning of the story.

    Online at guggenheiminvestments.com/gbab, you will find:

    • Daily, weekly and monthly data on share prices, net asset values, distributions and more

    • Monthly portfolio overviews and performance analyses

    • Announcements, press releases and special notices

    • Trust and adviser contact information

    Guggenheim Partners Investment Management, LLC and Guggenheim Funds Investment Advisors, LLC are continually updating and expanding shareholder information services on the Trust’s website in an ongoing effort to provide you with the most current information about how your Trust’s assets are managed and the results of our efforts. It is just one more small way we are working to keep you better informed about your investment in the Trust.

     
     

     

     

       
    DEAR SHAREHOLDER (Unaudited) November 30, 2023

     

    We thank you for your investment in the Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust (the “Trust”). This report covers the Trust’s performance for the six-month period ended November 30, 2023 (the “Reporting Period”).

    To learn more about the Trust’s performance and investment strategy, we encourage you to read the Economic and Market Overview and the Management’s Discussion of Trust Performance, which begin on page 5.There you will find information on Guggenheim’s investment philosophy, views on the economy and market environment, and information about the factors that impacted the Trust’s performance during the Reporting Period.

    The Trust’s primary investment objective is to provide current income with a secondary objective of long-term capital appreciation.

    All Trust returns cited—whether based on net asset value (“NAV”) or market price—assume the reinvestment of all distributions. For the Reporting Period, the Trust provided a total return based on market price of 0.74% and a total return based on NAV of -0.08%. At the end of the Reporting Period, the Trust’s market price of $15.65 per share represented a premium of 2.76% to its NAV of $15.23 per share.

    Past performance is not a guarantee of future results. All NAV returns include the deduction of management fees, operating expenses, and all other Trust expenses. The market price of the Trust’s shares fluctuates from time to time, and it may be higher or lower than the Trust’s NAV.

    During the Reporting Period, the Trust paid a monthly distribution of $0.12573 per share. The most recent distribution represents an annualized distribution rate of 9.64% based on the Trust’s closing market price of $15.65 per share at the end of the Reporting Period.

    The Trust’s distribution rate is not constant and the amount of distributions, when declared by the Trust’s Board of Trustees, is subject to change. There is no guarantee of any future distribution or that the current returns and distribution rate will be maintained. Please see the Distributions to Shareholders & Annualized Distribution Rate table on page 25, and Note 2(g) on page 62 for more information on distributions for the period.

    We encourage shareholders to consider the opportunity to reinvest their distributions from the Trust through the Dividend Reinvestment Plan (“DRIP”), which is described on page 86 of this report. When shares trade at a discount to NAV, the DRIP takes advantage of the discount by reinvesting the monthly dividend distribution in common shares of the Trust purchased in the market at a price less than NAV. Conversely, when the market price of the Trust’s common shares is at a premium above NAV, the DRIP reinvests participants’ dividends in newly issued common shares at the greater of NAV per share or 95% of the market price per share. The DRIP provides a cost-effective means to accumulate additional shares and enjoy the benefits of compounding returns over time. The DRIP effectively provides an income

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 3

     
     

     

     

       
    DEAR SHAREHOLDER (Unaudited) continued November 30, 2023

     

    averaging technique for shareholders to accumulate a larger number of Trust shares when the market price is depressed than when the price is higher.

    We appreciate your investment and look forward to serving your investment needs in the future. For the most up-to-date information on your investment, please visit the Trust’s website at guggenheiminvestments.com/gbab.

    Sincerely,

    Guggenheim Funds Investment Advisors, LLC

    Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust

    December 31, 2023

     

    4 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    ECONOMIC AND MARKET OVERVIEW (Unaudited) November 30, 2023

     

    With an influx of softer data on economic activity and inflation coupled with worsening survey results and anecdotal reports, the U.S. Federal Reserve (the “Fed”) has continued to shift in a dovish direction as it becomes more cautious about downside risk to the economy than the upside risk to inflation. The Fed held rates steady at its December 2023 meeting, and in their Summary of Economic Projections, Fed officials signaled the possibility for 75 basis points of rate cuts in 2024, up from their prior estimate of 50 basis points of cuts. More importantly, Chair Powell acknowledged that discussion on when to cut rates was beginning, opening the possibility for rate cuts in as soon as the next few months.

    The Fed’s pivot to a dovish stance is unequivocally market friendly in our view and led rates lower, equity markets to new highs, and credit spreads to their tightest levels since before the hiking cycle began. The decline in U.S. Treasury yields across the board is fueling a bit of an unexpected improvement in markets, spanning both risk and government-backed assets. Spreads continued to tighten in asset-backed securities as well, and November 2023 was the best month for Agency mortgage-backed securities since the 1980s.

    Looking forward, we believe investment-grade corporate bond spread tightening could slow somewhat. Meanwhile, we continue to keep an eye on areas where fundamental trends fail to corroborate the broad risk-on sentiment, like in the office real estate sector which is struggling from structural demand shifts and the financing environment. In short, the unexpected improvement, while good news for investors after a challenging year, is predicated on the Fed cutting rates just in time to reverse the pressure that tightening is actively putting on the most sensitive sectors and consumers. To get more cuts projected from here, we believe that we will need to see more evidence that the economy is going to slow further.

    The opinions and forecasts expressed may not actually come to pass. This information is subject to change at any time, based on market and other conditions, and should not be construed as a recommendation of any specific security or strategy.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 5

     
     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) November 30, 2023

     

    MANAGEMENT TEAM

    Guggenheim Funds Investment Advisors, LLC serves as the investment adviser to Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust (the “Trust”). The Trust is managed by a team of seasoned professionals at Guggenheim Partners Investment Management, LLC (“GPIM”).

    This team includes Anne B. Walsh, CFA, JD, Managing Partner, Chief Investment Officer of GPIM and Portfolio Manager; Steven H. Brown, CFA, Chief Investment Officer - Fixed Income, Senior Managing

    Director, and Portfolio Manager; Allen Li, CFA, Managing Director and Portfolio Manager; Adam J. Bloch, Managing Director and Portfolio Manager; and Evan L. Serdensky, Managing Director and Portfolio Manager.

    Discuss the Trust’s return and return of comparative Indices

    All Trust returns cited—whether based on net asset value (“NAV”) or market price—assume the reinvestment of all distributions. For the Reporting Period, the Trust provided a total return based on market price of 0.74% and a total return based on NAV of -0.08%. At the end of the Reporting Period, the Trust’s market price of $15.65 per share represented a premium of 2.76% to its NAV of $15.23 per share. At the beginning of the Reporting Period, the Trust’s market price of $16.32 per share represented a premium of 1.94% to its NAV of $16.01 per share.

    Past performance is not a guarantee of future results. All NAV returns include the deduction of management fees, operating expenses, and all other Trust expenses. The market price of the Trust’s shares fluctuates from time to time and maybe higher or lower than the Trust’s NAV.

    Please refer to the graphs and tables included within the Trust Summary, beginning on page 22 for additional information about the Trust’s performance.

    The returns for the Reporting Period of indices tracking performance of the asset classes to which the Trust allocates the largest of its investments were:

    Index* Total Return  
    Bloomberg Municipal Bond Index 2.29 %
    Bloomberg Taxable Municipal Index -1.21 %
    Bloomberg U.S. Aggregate Bond Index -0.80 %
    Bloomberg U.S. Corporate High Yield Index 5.52 %
    Credit Suisse Leveraged Loan Index 6.98 %
    ICE Bank of America Asset Backed Security Master BBB-AA Index 2.19 %
    ICE Bank of America Build America Bond Index -1.49 %
    Standard & Poor’s 500 (“S&P 500”) Index 10.17 %
    *See page 10 for Index definitions    

     

     

    6 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) continued November 30, 2023

     

    Discuss the Trust’s distributions

    During the Reporting Period, the Trust paid a monthly distribution of $0.12573 per share. The most recent distribution represents an annualized distribution rate of 9.64% based on the Trust’s closing market price of $15.65 per share at the end of the Reporting Period.

    The distributions paid consisted of (i) investment company taxable income taxed as ordinary income, which includes, among other things, short-term capital gain and income from certain hedging and interest rate transactions, and (ii) return of capital.

    There is no guarantee of any future distribution or that the current returns and distribution rate will be maintained. The Trust’s distribution rate is not constant and the amount of distributions, when declared by the Trust’s Board of Trustees, is subject to change.

    Please see the Distributions to Shareholders & Annualized Distribution Rate table on page 25, and Note 2(g) on page 62 for more information on distributions for the period.

    Payable Date   Amount
    June 30, 2023 $ 0.12573
    July 31, 2023 $ 0.12573
    August 31, 2023 $ 0.12573
    September 29, 2023 $ 0.12573
    October 31, 2023 $ 0.12573
    November 30, 2023 $ 0.12573
    Total $ 0.75438

     

    What factors contributed or detracted from the Trust’s Performance during the Reporting Period?

    The Reporting Period was marked by a move tighter in spreads and a bear steepening of the U.S. Treasury curve. Earned income was the largest contributor to performance. Also, credit spreads positively contributed as the Bloomberg U.S. Corporate Investment Grade Bond Index and Bloomberg U.S. Corporate High Yield Bond Index spreads tightened by 34 basis points and 89 basis points, respectively. Duration detracted from performance as the yield curve bear steepened, meaning yields at the long end of the curve rose more than those at the front end, with yields on 2-year and 30-year Treasurys finishing 28 basis points and 63 basis points higher, respectively, at the end of the Reporting Period.

    Discuss the Trust’s Use of Leverage

    At the end of the Reporting Period, the Trust’s leverage was approximately 28% of Managed Assets, compared with about 26% at the beginning of the Reporting Period. The increase in leverage is largely due to the increased income opportunity that presented itself as rates rose to cycle-highs.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 7

     
     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) continued November 30, 2023

     

    The Trust currently employs financial leverage through reverse repurchase agreements with five counterparties.

    One purpose of leverage is to fund the purchase of additional securities that may provide increased income and potentially greater appreciation to common shareholders than could be achieved from an unlevered portfolio. Leverage may result in greater NAV volatility and entails more downside risk than an unleveraged portfolio.

    Given negative total returns over the Reporting Period, leverage detracted from performance.

    Investments in Investment Funds (as defined below in the Risks and Other Considerations section which begins on page 11) frequently expose the Trust to an additional layer of financial leverage and the associated risks, such as the magnified effect of any losses.

    How did the Trust use derivatives during the Reporting Period?

    The Trust had minimal exposure to derivatives during the Reporting Period. The Trust held foreign currency forwards to hedge non-USD denominated bond holdings, which detracted a negligible amount as the dollar marginally depreciated against the Canadian dollar, the euro, and the pound. The Trust utilized credit default swaps to hedge broader credit risks, though this position was nearly unchanged and only modestly detracted during the period. Lastly, the Trust employed curve caps to hedge against moves in the yield curve; the performance from these positions over the Reporting Period was negligible.

    How was the Trust positioned at the end of the Reporting Period?

    As we near the end of 2023, we have come through a period of unprecedented volatility that has left a wide range of possible outcomes going forward. We are coming off multiple years of poor returns across fixed income, particularly for longer-duration, high-quality investments. But the past may not resemble the future, and the worst drawdown for an asset class can prove to be a very attractive entry point for prudent investors as the end of the Fed’s aggressive rate hiking cycle may provide respite.

    We believe the next major policy moves are likely to provide strong tailwinds for fixed income. We continue to expect elevated volatility in the economy and markets, as well as a policy response to these conditions. This argues for the importance of diversification in asset allocation and within portfolios. The heightened probability of a recession over the next 6-12 months as indicated by our models continues to guide our more defensive and conservative positioning within the Trust, prioritizing quality (which takes multiple forms, including focusing on industry market leaders, more conservatively positioned balance sheets, stronger credit stipulations, and more creditor-friendly structures) and industries that may be more resilient to economic downturns.

     

    8 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) continued November 30, 2023

     

    Though the recent decrease in interest rates and tightening of credit spreads have likely pulled forward some of the expected future total return potential of parts of fixed income, we still view the go-forward valuation proposition of fixed income as attractive at current levels and sourceable income levels in high quality credit as historically high relative to recent history. Our portfolio strategy has remained consistent throughout 2023. This means continuing to upgrade the credit profile of our portfolios and to seek strong income generation and the potential for capital appreciation. We have grown our exposure in high quality sectors, particularly in Agency residential mortgage-backed securities (“RMBS”) and in structured credit investments such as non-Agency RMBS, senior tranches of collateralized loan obligations, and commercial asset-backed securities.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 9

     
     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) continued November 30, 2023

     

    Index Definitions

    Indices are unmanaged and reflect no expenses. It is not possible to invest directly in an index.

    The Bloomberg Municipal Bond Index is considered representative of the broad market for investment grade, tax-exempt municipal bonds with a maturity of at least one year.

    The Bloomberg Taxable Municipal Index tracks performance of investment-grade fixed income securities issued by state and local governments whose income is not exempt from tax, issued generally to finance a project or activity that does not meet certain “public purpose/use” requirements.

    The Bloomberg U.S. Aggregate Bond Index is a broad-based flagship benchmark that measures the investment grade, U.S. dollar-denominated, fixed-rate taxable bond market, including U.S. Treasuries, government-related and corporate securities, mortgage-backed securities or “MBS” (agency fixed-rate and hybrid adjustable-rate mortgage, or “ARM”, pass-throughs), asset-backed securities (“ABS”), and commercial mortgage-backed securities (“CMBS”) (agency and non-agency).

    The Bloomberg U.S. Corporate High Yield Index measures the U.S. dollar-denominated, high yield, fixed-rate corporate bond market. Securities are classified as high yield if the middle rating of Moody’s, Fitch, and S&P is Ba1/BB +/BB + or below.

    The Credit Suisse Leveraged Loan Index is an index designed to mirror the investable universe of the U.S.-dollar-denominated leveraged loan market.

    The ICE Bank of America Asset Backed Security Master BBB-AA Index is a subset of the ICE Bank of America U.S. Fixed Rate Asset Backed Securities Index including all securities rated AA1 through BBB3, inclusive.

    The ICE Bank of America Build America Bond Index is designed to track the performance of U.S. dollar-denominated Build America Bonds publicly issued by U.S. states and territories, and their political subdivisions, in the U.S. market.

    The Standard & Poor’s 500 (“S&P 500”) Index is a capitalization-weighted index of 500 stocks designed to measure the performance of the broad economy, representing all major industries and is considered a representation of U.S. stock market.

     

    10 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) continued November 30, 2023

     

    Risks and Other Considerations

    Investors should be aware that in light of the current uncertainty, volatility and state of economies, financial markets, geopolitical tensions, and labor and public health conditions around the world, the risks below are heightened significantly compared to normal conditions and therefore subject the Trust’s investments and a shareholder’s investment in the Trust to reduced yield and/or income and sudden and substantial losses.

    The views expressed in this report reflect those of the portfolio managers only through the report period as stated on the cover. These views are subject to change at any time, based on market and other conditions and should not be construed as a recommendation of any kind. The material may also include forward looking statements that involve risk and uncertainty, and there is no guarantee that any predictions will come to pass.

    There can be no assurance that the Trust will achieve its investment objectives. The net asset and market values of the Trust’s shares will fluctuate, sometimes independently, based on market and other factors affecting the Trust and its investments. The market value of Trust shares will either be above (premium) or below (discount) their net asset value. Although the net asset value of Trust shares is often considered in determining whether to purchase or sell Trust shares, whether investors will realize gains or losses upon the sale of Trust shares will depend upon whether the market price of Trust shares at the time of sale is above or below the investor’s purchase price. Market value movements of Trust shares are thus material to investors and may result in losses, even when net asset value has increased. The Trust is designed for long-term investors; investors should not view the Trust as a vehicle for trading purposes.

    Risk is inherent in all investing, including the loss of your entire principal. Therefore, before investing you should consider the risks carefully. The Trust is subject to various risk factors, including investment risk, which could result in the loss of the entire principal amount that you invest. Certain of these risk factors are described below. Please see the Trust’s Prospectus, Statement of Additional Information (SAI), most recent annual report and guggenheiminvestments.com/gbab for a more detailed description of the risks of investing in the Trust. Shareholders may access the Trust’s Prospectus, SAI and most recent annual report on the EDGAR Database on the Securities and Exchange Commission’s website at www.sec.gov.

    The fact that a particular risk below is not specifically identified as being heightened under current conditions does not mean that the risk is not greater than under normal conditions.

    Below Investment Grade Securities Risk. High yield, below investment grade and unrated high risk debt securities (which also may be known as “junk bonds”) may present additional risks because these securities may be less liquid, and therefore more difficult to value accurately and sell at an advantageous price or time, and present more credit risk than investment grade bonds. The price of high yield securities tends to be subject to greater volatility due to issuer-specific operating results

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 11

     
     

     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) continued November 30, 2023

     

    and outlook and to real or perceived adverse economic and competitive industry conditions. This exposure may be obtained through investments in other investment companies. Generally, the risks associated with high yield securities are heightened during times of weakening economic conditions or rising interest rates.

    Corporate Bond Risk. Corporate bonds are debt obligations issued by corporations and other business entities. Corporate bonds may be either secured or unsecured. Collateral used for secured debt includes real property, machinery, equipment, accounts receivable, stocks, bonds or notes. If a bond is unsecured, it is known as a debenture. Bondholders, as creditors, have a prior legal claim over common and preferred stockholders as to both income and assets of the corporation for the principal and interest due them and may have a prior claim over other creditors if liens or mortgages are involved. Interest on corporate bonds may be fixed or floating, or the bonds may be zero coupons. Interest on corporate bonds is typically paid semi-annually and is fully taxable to the bondholder. Corporate bonds contain elements of both interest-rate risk and credit risk and are subject to the risks associated with other debt securities, among other risks. The market value of a corporate bond generally may be expected to rise and fall inversely with interest rates and may also be affected by the credit rating of the corporation, the corporation’s performance and perceptions of the corporation in the marketplace. Depending on the nature of the seniority provisions, a senior corporate bond may be junior to other credit securities of the issuer. The market value of a corporate bond may be affected by factors directly related to the issuer, such as investors’ perceptions of the creditworthiness of the issuer, the issuer’s financial performance, perceptions of the issuer in the marketplace, performance of management of the issuer, the issuer’s capital structure and use of financial leverage and demand for the issuer’s goods and services. There is a risk that the issuers of corporate bonds may not be able to meet their obligations on interest or principal payments at the time called for by an instrument. Corporate bonds of below investment grade quality are often high risk and have speculative characteristics and may be particularly susceptible to adverse issuer-specific developments.

    Short Sales Risk. The Trust may make short sales of securities. A short sale is a transaction in which the Trust sells a borrowed security. If the price of the security sold short increases between the time of the short sale and the time the Trust replaces the borrowed security, the Trust will incur a loss. Although the Trust’s gain is limited to the price at which it sold the security short, its potential loss is theoretically unlimited.

    Credit Risk. The Trust could lose money if the issuer or guarantor of a debt instrument or a counterparty to a derivatives transaction or other transaction is unable or unwilling, or perceived to be unable or unwilling, to pay interest or repay principal on time or defaults. This risk is heightened in market environments where interest rates are changing. The risk that such issuer, guarantor or counterparty is less willing or able to do so is heightened in market environments where interest rates are rising. Also, the issuer, guarantor or counterparty may suffer adverse changes in its financial condition or be adversely affected by economic, political or social conditions that could lower the credit quality (or the market’s perception of the credit quality) of the issuer or instrument, leading to

     

    12 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) continued November 30, 2023

     

    greater volatility in the price of the instrument and in shares of the Trust. Although credit quality may not accurately reflect the true credit risk of an instrument, a change in the credit quality rating of an instrument or an issuer can have a rapid, adverse effect on the instrument’s value and liquidity and make it more difficult for the Trust to sell at an advantageous price or time. The risk of the occurrence of these types of events is heightened in market environments where interest rates are changing.

    Current Fixed-Income and Debt Market Conditions. Fixed-income and debt market conditions are highly unpredictable and some parts of the market are subject to dislocations. In response to the inflation rates in recent periods, governmental authorities have implemented significant fiscal and monetary policy changes, including increasing interest rates and implementation of quantitative tightening. These actions present heightened risks, particularly to fixed-income and debt instruments, and such risks could be even further heightened if these actions are ineffective in achieving their desired outcomes or reversed. It is difficult to accurately predict changes in the U.S. Federal Reserve Board’s (“Federal Reserve”) monetary policies and the effect of any such changes or policies. Certain economic conditions and market environments will expose fixed-income and debt instruments to heightened volatility and reduced liquidity, which can impact the Trust’s investments and may negatively impact the Trust’s characteristics, which in turn would impact performance.

    Interest Rate Risk. Fixed-income and other debt instruments are subject to the possibility that interest rates could change (or are expected to change). Changes in interest rates (or the expectation of such changes) may adversely affect the Trust’s investments in these instruments, such as the value or liquidity of, and income generated by, the investments or increase risks associated with such investments, such as credit or default risks. In addition, changes in interest rates, including rates that fall below zero, can have unpredictable effects on markets and can adversely affect the Trust’s yield, income and performance. Generally, when interest rates increase, the values of fixed-income and other debt instruments decline, and when interest rates decrease, the values of fixed-income and other debt instruments rise. Changes in interest rates also adversely affect the yield generated by certain fixed income and other debt securities (“Income Securities”) or result in the issuance of lower yielding Income Securities. The Federal Reserve has increased interest rates at significant levels over recent periods. These actions present heightened risks to fixed-income and debt instruments, and such risks could be even further heightened if these actions are unexpectedly or suddenly reversed or are ineffective in achieving their desired outcomes. It is difficult to accurately predict how long, and whether, the Federal Reserve’s current stance on interest rates will persist and the impact these actions will have on the economy and the Trust’s investments and the markets where they trade. The Federal Reserve’s monetary policy is subject to change at any time and potentially frequently based on a variety of market and economic conditions.

    Leverage Risk. The Trust’s use of leverage, through borrowings or instruments such as derivatives, causes the Trust to be more volatile and riskier than if it had not been leveraged. Although the use of leverage by the Trust may create an opportunity for increased return, it also results in additional risks and can magnify the effect of any losses. The effect of leverage in a declining market is likely to

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 13

     
     

     

     

    MANAGEMENT’S DISCUSSION OF  
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    cause a greater decline in the net asset value of the Trust than if the Trust were not leveraged, which may result in a greater decline in the market price of the Trust shares. There can be no assurance that a leveraging strategy will be implemented or that it will be successful during any period during which it is employed. When the cost of leverage is no longer favorable, or when the Trust is otherwise required to reduce its leverage, the Trust may not be able to maintain distributions at historical levels and common shareholders will bear any costs associated with selling portfolio securities. The Trust’s total leverage may vary significantly over time. To the extent the Trust increases its amount of leverage outstanding, it will be more exposed to these risks.

    Liquidity Risk. The Trust may invest in municipal securities that are, at the time of investment, illiquid. Illiquid securities are securities that cannot be disposed of within seven days in the ordinary course of business at approximately the value that the Trust values the securities. Illiquid securities may trade at a discount from comparable, more liquid securities and may be subject to wide fluctuations in market value. The Trust may be subject to significant delays in disposing of illiquid securities. Accordingly, the Trust may be forced to sell these securities at less than fair market value or may not be able to sell them when the Adviser believes it is desirable to do so. Illiquid securities also may entail registration expenses and other transaction costs that are higher than those for liquid securities. Dislocations in certain parts of markets are resulting in reduced liquidity for certain investments. It is uncertain when financial markets will improve. Liquidity of financial markets may also be affected by government intervention, such as the legal restrictions on certain financial instruments’ resale.

    Management Risk. The Trust is actively managed, which means that investment decisions are made based on investment views. There is no guarantee that the investment views will produce the desired results or expected returns, causing the Trust to fail to meet its investment objective or underperform its benchmark index or funds with similar investment objectives and strategies.

    Market Risk. The value of, or income generated by, the investments held by the Trust are subject to the possibility of rapid and unpredictable fluctuation. The value of certain investments (e.g., equity securities) tends to fluctuate more dramatically over the shorter term than do the value of other asset classes. These movements may result from factors affecting individual companies, or from broader influences, including real or perceived changes in prevailing interest rates, changes in inflation or expectations about inflation, investor confidence or economic, political (including geopolitical), social or financial market conditions, tariffs and trade disruptions, recession, changes in currency rates, natural/environmental disasters, cyber attacks, terrorism, governmental or quasigovernmental actions, public health emergencies (such as the spread of infectious diseases, pandemics and epidemics), debt crises, actual or threatened war or other armed conflicts (such as the ongoing Russia-Ukraine conflict and its risk of expansion or collateral economic and other effects) or ratings downgrade, and other similar events, each of which may be temporary or last for extended periods. Many economies and markets have experienced high inflation rates in recent periods. In response to such inflation, government authorities have implemented significant fiscal and monetary policies such as increasing interest rates and quantitative tightening (reduction of money available in the

     

    14 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

    MANAGEMENT’S DISCUSSION OF  
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    market) which may adversely affect financial markets and the broader economy, as well as the Trust’s performance. Administrative changes, policy reform and/or changes in law or governmental regulations can result in expropriation or nationalization of the investments of a company in which the Trust invests. In addition, adverse changes in one sector or industry or with respect to a particular company could negatively impact companies in other sectors or industries or increase market volatility as a result of the interconnected nature of economies and markets and thus negatively affect the Trust’s performance. For example, developments in the banking or financial services sectors (one or more companies operating in these sectors) could adversely impact a wide range of companies and issuers. These types of adverse developments could negatively affect the Trust’s performance or operations.

    Municipal Securities Risk. The Trust’s holdings of municipal securities could be significantly affected by events that affect the municipal bond market, which could include unfavorable legislative or political developments, adverse changes in the financial conditions of issuers of municipal securities, or other actual or perceived changes in economic, social, or public health conditions. The amount of public information available about municipal securities is generally less than that for corporate equities or bonds. The secondary market for municipal securities also tends to be less well-developed or liquid than many other securities markets, which may adversely affect the Trust’s ability to sell such securities at prices approximating those at which the Trust may currently value them. In addition, many state and municipal governments that issue securities are under significant economic and financial stress and may not be able to satisfy their obligations. Issuers of municipal securities might seek protection under bankruptcy laws. In the event of bankruptcy of such an issuer, holders of municipal securities could experience delays in collecting principal and interest and such holders may not be able to collect all principal and interest to which they are entitled. Legislative developments may result in changes to the laws relating to municipal bankruptcies. The income, value and/or risk of municipal securities is often correlated to specific project or other revenue sources, which can be negatively affected by demographic trends, such as population shifts or changing tastes and values, or increasing vacancies or declining rents resulting from legal, cultural, technological, global or local economic developments, as well as reduced demand for properties, revenues or goods. Municipalities and municipal projects that rely directly or indirectly on federal funding mechanisms may be negatively affected by constraints of the federal government budget. Each of the foregoing may adversely affect the Trust’s investments in municipal securities.

    Build America Bonds (“BABs”) Risk. BABs are a form of municipal financing. The BABs market is smaller and less diverse than the broader municipal securities market. In addition, because the relevant provisions of the American Recovery and Reinvestment Act of 2009 were not extended, bonds issued after December 31, 2010 cannot qualify as BABs. It is uncertain whether Congress will renew the program to permit issuance of new Build America Bonds. As a result, the number of available BABs is limited, which may negatively affect the value of BABs. In addition, there can be no assurance

     

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    MANAGEMENT’S DISCUSSION OF  
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    that BABs will continue to be actively traded. It is difficult to predict the extent to which a market for such bonds will continue, meaning that BABs may experience greater illiquidity than other municipal obligations.

    Special Risks Related to Certain Municipal Securities. The Trust may invest in municipal leases and certificates of participation in such leases, which involve special risks not normally associated with general obligations or revenue bonds. Leases and installment purchase or conditional sale contracts (which normally provide for title to the leased asset to pass eventually to the governmental issuer) have evolved as a means for governmental issuers to acquire property and equipment without meeting the constitutional and statutory requirements for the issuance of debt. The debt issuance limitations are deemed to be inapplicable because of the inclusion in many leases or contracts of “non-appropriation” clauses that relieve the governmental issuer of any obligation to make future payments under the lease or contract unless money is appropriated for such purpose by the appropriate legislative body on a yearly or other periodic basis. In addition, such leases or contracts may be subject to the temporary abatement of payments in the event the governmental issuer is prevented from maintaining occupancy of the leased premises or utilizing the leased equipment.

    Taxable Municipal Securities Risk. While interest earned on municipal securities is generally not subject to federal tax, any interest earned on taxable municipal securities is fully taxable at the federal level and may be subject to tax at the state level. Additionally, litigation, legislation or other political events, local business or economic conditions or the bankruptcy of the issuer could have a significant effect on the ability of an issuer of municipal securities to make payments of principal and/or interest. Political changes and uncertainties in the municipal market related to taxation, legislative changes or the rights of municipal security holders can significantly affect municipal securities. Because many securities are issued to finance similar projects, especially those relating to education, health care, transportation and utilities, conditions in those sectors can affect the overall municipal market. In addition, changes in the financial condition of an individual municipal issuer can affect the overall municipal market.

    Debt Instruments Risk. The value of the Trust’s investments in debt instruments (including bonds issued by non-profit entities, municipal conduits and project finance corporations) depends on the continuing ability of the debt issuers to meet their obligations for the payment of interest and principal when due. The ability of debt issuers to make timely payments of interest and principal can be affected by a variety of developments and changes in legal, political, economic and other conditions. Investments in debt instruments present certain risks, including credit, interest rate, liquidity and prepayment risks. Issuers that rely directly or indirectly on government funding mechanisms or non-profit statutes, may be negatively affected by actions of the government, including reductions in government spending, increases in tax rates, and changes in fiscal policy. The value of a debt instrument may decline for many reasons that directly relate to the issuer, such as a change in the demand for the issuer’s goods or services, or a decline in the issuer’s performance,

     

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    earnings or assets. In addition, changes in the financial condition of an individual issuer can affect the overall market for such instruments. The risk of the occurrence of these types of unfavorable events is heightened in market environments where interest rates are rising.

    Municipal Conduit Bond Risk. Municipal conduit bonds, also referred to as private activity bonds or industrial revenue bonds, are bonds issued by state and local governments or other entities for the purpose of financing the projects of certain private enterprises. Unlike municipal bonds, municipal conduit bonds are not backed by the full faith, credit or general taxing power of the issuing governmental entity. Rather, issuances of municipal conduit bonds are backed solely by revenues of the private enterprise involved. Municipal conduit bonds are therefore subject to heightened credit risk, as the private enterprise involved can have a different credit profile than the issuing governmental entity. Municipal conduit bonds may be negatively impacted by conditions affecting either the general credit of the private enterprise or the project itself. Factors such as competitive pricing, construction delays, or lack of demand for the project could cause project revenues to fall short of projections, and defaults could occur. Municipal conduit bonds tend to have longer terms and thus are more susceptible to interest rate risk.

    Project Finance Risk. Project finance is a type of financing commonly used for infrastructure, industry, and public service projects. In a project finance arrangement, the cash flow generated by the project is used to repay lenders while the project’s assets, rights and interest are held as secondary collateral. Investors involved in project finance face heightened technology risk, operational risk, and market risk because the cash flow generated by the project, rather than the revenues of the company behind the project, will repay investors. In addition, because of the project-specific nature of such arrangements, the Trust face the risk of loss of investment if the company behind the project determines not to complete it.

    Risks of Investing in Debt Issued by Non-Profit Institutions. Investing in debt issued by non-profit institutions, including foundations, museums, cultural institutions, colleges, universities, hospitals and healthcare systems, involves different risks than investing in municipal bonds. Many non-profit entities are tax-exempt under Section 501(c)(3) of the Internal Revenue Code and risk losing their tax-exempt status if they do not comply with the requirements of that section. There is a risk that Congress or the IRS could pass new laws or regulations changing the requirements for tax-exempt status, which could result in a non-profit institution losing such status. Additionally, non-profit institutions that receive federal and state appropriations face the risk of a decrease in or loss of such appropriations. Hospitals and healthcare systems are highly regulated at the federal and state levels and face burdensome state licensing requirements. There is a risk that a state could refuse to renew a hospital’s license or that the passage of new laws or regulations, especially changes to Medicare or Medicaid reimbursement, could inhibit a hospital from growing its revenues. Hospitals and healthcare systems also face risks related to increased competition from other health care providers; increased costs of inpatient and outpatient care; and increased pressures from managed

     

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    MANAGEMENT’S DISCUSSION OF  
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    care organizations, insurers, and patients to cut the costs of medical care. There is a risk that nonprofit institutions relying on philanthropy and donations to maintain their operations will receive less funding during economic downturns.

    Senior Loans Risk. The Trust may invest in senior secured floating rate loans made to corporations and other non-governmental entities and issuers (“Senior Loans”). Senior Loans typically hold the most senior position in the capital structure of the issuing entity, are typically secured with specific collateral and typically have a claim on the assets and/or stock of the borrower that is senior to that held by subordinated debt holders and stockholders of the borrower. The Trust’s investments in Senior Loans are typically below investment grade and are considered speculative because of the credit risk of their issuers. The risks associated with Senior Loans of below investment grade quality are similar to the risks of other lower grade securities, although Senior Loans are typically senior in payment priority and secured on a senior priority basis in contrast to subordinated and unsecured securities. Senior Loans’ higher priority has historically resulted in generally higher recoveries in the event of a corporate reorganization. In addition, because their interest payments are typically adjusted for changes in short-term interest rates, investments in Senior Loans generally have less interest rate risk than certain other lower grade securities, which may have fixed interest rates. Loans and other debt instruments are also subject to the risk of price declines due to increases in prevailing interest rates, although floating-rate debt instruments are substantially less exposed to this risk than fixed-rate debt instruments. Interest rate changes may also increase prepayments of debt obligations and require the Trust to invest assets at lower yields. During periods of deteriorating economic conditions, such as recessions or periods of rising unemployment, or changing interest rates (notably increases), delinquencies and losses generally increase, sometimes dramatically, with respect to obligations under such loans. An economic downturn or individual corporate developments could adversely affect the market for these instruments and reduce the Trust’s ability to sell these instruments at an advantageous time or price. An economic downturn would generally lead to a higher non-payment rate and, a Senior Loan may lose significant market value before a default occurs. The Trust invests in or is exposed to loans and other similar debt obligations that are sometimes referred to as “covenant-lite” loans or obligations, which are generally subject to more risk than investments that contain traditional financial maintenance covenants and financial reporting requirements.

    Structured Finance Investments Risk. The Trust’s structured finance investments may consist of residential mortgage-backed securities (“RMBS”) and commercial mortgage-backed securities (“CMBS”) issued by governmental entities and private issuers, asset-backed securities (“ABS”), structured notes, credit-linked notes and other types of structured finance securities. Holders of structured finance investments bear risks of the underlying investments, index or reference obligation and are subject to counterparty risk. The Trust may have the right to receive payments only from the structured product, and generally does not have direct rights against the issuer or the entity that sold the assets to be securitized. The Trust may invest in structured finance products collateralized by low grade or defaulted loans or securities. Investments in such structured finance products are subject to

     

    18 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

      

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    the risks associated with below investment grade securities. Such securities are characterized by high risk. It is likely that an economic recession could severely disrupt the market for such securities and may have an adverse impact on the value of such securities. Moreover, other types of events, domestic or international, may affect general economic conditions and financial markets, such as pandemics, armed conflicts, energy supply or price disruptions, natural disasters and man-made disasters, which may have a significant effect on the underlying assets. Structured finance securities are typically privately offered and sold, and thus are not registered under the securities laws. As a result, investments in structured finance securities may be characterized by the Trust as illiquid securities; however, an active dealer market may exist which would allow such securities to be considered liquid in some circumstances.

    Asset-Backed Securities Risk. While traditional fixed-income securities typically pay a fixed rate of interest until maturity, when the entire principal amount is due, an ABS represents an interest in a pool of assets, such as automobile loans, credit card receivables, unsecured consumer loans or student loans, that has been securitized and provides for monthly payments of interest, at a fixed or floating rate, and principal from the cash flow of these assets. This pool of assets (and any related assets of the issuing entity) is the only source of payment for the ABS. The ability of an ABS issuer to make payments on the ABS, and the timing of such payments, is therefore dependent on collections on these underlying assets. The recoveries on the underlying collateral may not, in some cases, be sufficient to support payments on these securities, or may be unavailable in the event of a default and enforcing rights with respect to these assets or collateral may be difficult and costly, which may result in losses to investors in an ABS. The collateral underlying ABS may constitute assets related to a wide range of industries such as credit card and automobile receivables or other assets derived from consumer, commercial or corporate sectors, and these underlying assets may be secured or unsecured. ABS are particularly subject to interest rate risk and credit risk. Compared to other fixed income investments with similar maturity and credit, ABS generally increase in value to a lesser extent when interest rates decline and generally decline in value to a similar or greater extent when interest rates rise.

    Mortgage-Backed Securities Risk. Mortgage-backed securities (“MBS”) represent an interest in a pool of mortgages. Mortgage-backed securities generally are classified as either commercial mortgage backed securities (“CMBS”) or residential mortgage-backed securities (“RMBS”), each of which are subject to certain specific risks. The risks associated with mortgage-backed securities include: (1) credit risk associated with the performance of the underlying mortgage properties and of the borrowers owning these properties; (2) risks associated with their structure and execution (including the collateral, the process by which principal and interest payments are allocated and distributed to investors and how credit losses affect the return to investors in such MBS); (3) risks associated with the servicer of the underlying mortgages; (4) adverse changes in economic conditions and circumstances, which are more likely to have an adverse impact on mortgage-backed securities secured by loans on certain types of commercial properties than on those secured by loans

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 19

     
     

     

    MANAGEMENT’S DISCUSSION OF  
    TRUST PERFORMANCE (Unaudited) continued November 30, 2023

     

    on residential properties; (5) prepayment risk and extension risks, which can lead to significant fluctuations in the value of the mortgage-backed security; (6) loss of all or part of the premium, if any, paid; and (7) decline in the market value of the security, whether resulting from changes in interest rates, prepayments on the underlying mortgage collateral or perceptions of the credit risk associated with the underlying mortgage collateral. The value of mortgage-backed securities may be substantially dependent on the servicing of the underlying pool of mortgages. Income from and values of MBS also may be greatly affected by demographic trends, such as population shifts or changing tastes and values, or increasing vacancies or declining rents resulting from legal, cultural technological, global or local economic developments, as well as reduced demand for properties.

    In addition, the general effects of inflation on the U.S. economy can be wide-ranging, as evidenced by rising interest rates, wages and costs of consumer goods and necessities. The long-term effects of inflation on the general economy and on any individual mortgagor are unclear, and in certain cases, rising inflation may affect a mortgagor’s ability to repay its related mortgage loan, thereby reducing the amount received by the holders of MBS with respect to such mortgage loan. Additionally, increased rates of inflation may negatively affect the value of certain MBS in the secondary market. MBS are also subject to risks similar to those associated with investing in real estate, such as the possible decline in the value of (or income generated by) the real estate, variations in rental income, fluctuations in occupancy levels and demand for properties or real estate-related services, changes in interest rates and changes in the availability or terms of mortgages and other financing that may render the sale or refinancing of properties difficult or unattractive.

    CLO, CDO and CBO Risk. In addition to the general risks associated with debt securities discussed herein, collateralized loan obligations (“CLOs”), collateralized debt obligations (“CDOs”), and collateralized bond obligations (“CBOs”) are subject to additional risks due to their complex structure and highly leveraged nature, such as higher risk of volatility and magnified financial losses. CLOs, CDOs and CBOs are subject to risks associated with the possibility that distributions from collateral securities may not be adequate to make interest or other payments. The value of securities issued by CLOs, CDOs and CBOs also may decrease because of, among other developments, changes in market value; changes in the market’s perception of the creditworthiness of the servicer of the assets, the originator of an asset in the pool, or the financial institution or fund providing the credit support or enhancement; loan performance and prices; broader market sentiment, including expectations regarding future loan defaults; liquidity conditions; and supply and demand for structured products. Additionally, the indirect investment structure of CLOs, CDOs and CBOs presents certain risks to the Trust such as less liquidity compared with holding the underlying assets directly. CLOs, CDOs and CBOs normally charge management fees and administrative expenses, which would be borne by the Trust. The terms of many structured finance investments, including CLOs, CDOs and CBOs, are tied to the Secured Overnight Financing Rate (“SOFR”) or other reference rates based on SOFR. These

     

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    relatively new and developing rates may not match the reference rate applicable to the underlying assets related to these investments. These events may adversely affect the Trust and its investments in CLOs, CDOs and CBOs, including their value, volatility and liquidity.

    Investment Funds Risk. As an alternative to holding investments directly, the Trust may also obtain investment exposure to securities in which it may invest directly by investing up to 20% of its Managed Assets in other investment companies, including U.S. registered investment companies and/or other U.S. or foreign pooled investment vehicles (collectively, “Investment Funds”). Investments in Investment Funds present certain special considerations and risks not present in making direct investments in securities in which the Trust may invest. Investments in Investment Funds subject the Trust to the risks affecting such Investment Funds and involve operating expenses and fees that are in addition to the expenses and fees borne by the Trust. Such expenses and fees attributable to the Trust’s investment in another Investment Fund are borne indirectly by common shareholders. Accordingly, investment in such entities involves expense and fees at both levels. To the extent management fees of Investment Funds are based on total gross assets, it may create an incentive for such entities’ managers to employ financial leverage, thereby adding additional expense and increasing volatility and risk. A performance-based fee arrangement may create incentives for an adviser or manager to take greater investment risks in the hope of earning a higher profit participation. Investments in Investment Funds frequently expose the Trust to an additional layer of financial leverage and, thus, increase the Trust’s exposure to leverage risk and costs. From time to time, the Trust may invest a significant portion of its assets in Investment Funds that employ leverage. The use of leverage by these Investment Funds may cause these Funds’ market price of common shares and/or NAV to be more volatile and can magnify the effect of any losses.

    In addition to the foregoing risks, investors should note that the Trust reserves the right to merge or reorganize with another fund, liquidate or convert into an open-end fund, in each case subject to applicable approvals by shareholders and the Trust’s Board of Trustees as required by law and the Trust’s governing documents.

    This material is not intended as a recommendation or as investment advice of any kind, including in connection with rollovers, transfers, and distributions. Such material is not provided in a fiduciary capacity, may not be relied upon for or in connection with the making of investment decisions, and does not constitute a solicitation of an offer to buy or sell securities. All content has been provided for informational or educational purposes only and is not intended to be and should not be construed as legal or tax advice and/or a legal opinion. Always consult a financial, tax and/or legal professional regarding your specific situation.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 21

     
     

     

    TRUST SUMMARY (Unaudited) November 30, 2023

     

    Trust Statistics      
    Market Price $15.65  
    Net Asset Value $15.23  
    Premium to NAV   2.76 %
    Net Assets ($000) $358,076  

     

    AVERAGE ANNUAL TOTAL RETURNS FOR                  
    THE PERIOD ENDED NOVEMBER 30, 2023                  
      Six month   One   Three   Five   Ten  
        (non-annualized)   Year   Year   Year   Year  
    Guggenheim Taxable Municipal Bond & Investment                  
    Grade Debt Trust                      
    NAV (0.08 %) 2.85 % (5.61 %) 0.09 % 3.66 %
    Market 0.74 % 2.17 % (6.77 %) 1.40 % 5.45 %
    Bloomberg Taxable Municipal Index (1.21 %) 3.24 % (4.67 %) 1.48 % 3.31 %

     

    Performance data quoted represents past performance, which is no guarantee of future results and current performance may be lower or higher than the figures shown. All NAV returns include the deduction of management fees, operating expenses and all other Trust expenses. The deduction of taxes that a shareholder would pay on Trust distributions or the sale of Trust shares is not reflected in the total returns. For the most recent month-end performance figures, please visit guggenheiminvestments.com/gbab. The investment return and principal value of an investment will fluctuate with changes in market conditions and other factors so that an investor’s shares, when sold, may be worth more or less than their original cost.

    The referenced index is an unmanaged index and not available for direct investment. Index performance does not reflect transaction costs, fees or expenses.

    Portfolio Breakdown % of Net Assets  
    Municipal Bonds 68.8 %
    Corporate Bonds 31.5 %
    Asset-Backed Securities 11.4 %
    Closed-End Mutual Funds 11.0 %
    Senior Floating Rate Interests 9.3 %
    Collateralized Mortgage Obligations 3.4 %
    Preferred Stocks 2.1 %
    Money Market Funds 1.3 %
    Foreign Government Debt 0.2 %
    Options Purchased 0.0 %*
    Common Stocks 0.0 %*
    Warrants 0.0 %*
    Total Investments 139.0 %
    Other Assets & Liabilities, net (39.0 %)
    Net Assets 100.0 %
     
    *Less than 0.1%.    

     

     

    22 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

    TRUST SUMMARY (Unaudited) continued November 30, 2023
     
    Ten Largest Holdings % of Net Assets
    State of West Virginia, Higher Education Policy Commission, Revenue Bonds,      
    Federally Taxable Build America Bonds 2010, 7.65%   3.3 %
    BlackRock Taxable Municipal Bond Trust   3.2 %
    Dallas, Texas, Convention Center Hotel Development Corporation, Hotel Revenue      
    Bonds, Taxable Build America Bonds, 7.09%   3.1 %
    School District of Philadelphia, Pennsylvania, General Obligation Bonds, Series 2011A,      
    Qualified School Construction Bonds - (Federally Taxable - Direct Subsidy), 6.00%   2.9 %
    Oakland Unified School District, County of Alameda, California, Taxable General      
    Obligation Bonds, Election of 2006, Qualified School Construction Bonds,      
    Series 2012B, 6.88%   2.8 %
    Westchester County Health Care Corporation, Revenue Bonds, Taxable Build America Bonds, 8.57% 2.7 %
    Oklahoma Development Finance Authority Revenue Bonds, 5.45%   2.7 %
    Evansville-Vanderburgh School Building Corp. Revenue Bonds, 6.50%   2.5 %
    Santa Ana Unified School District, California, General Obligation Bonds, Federal      
    Taxable Build America Bonds, 7.10%   2.5 %
    Pittsburgh, Pennsylvania, School District, Taxable Qualified School Construction Bonds, 6.85% 2.1 %
    Top Ten Total   27.8 %

     

    “Ten Largest Holdings” excludes any temporary cash or derivative investments.

    Portfolio breakdown and holdings are subject to change daily. For more information, please visit guggenheiminvestments.com/gbab. The above summaries are provided for informational purposes only and should not be viewed as recommendations. Past performance does not guarantee future results.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 23

     
     

     

     

    TRUST SUMMARY (Unaudited) continued November 30, 2023
     
    Portfolio Composition by Quality Rating1    
      % of Total  
    Rating Investments  
    Fixed Income Instruments    
    AAA 1.5 %
    AA 28.9 %
    A 22.7 %
    BBB 17.6 %
    BB 7.2 %
    B 6.5 %
    CCC 0.7 %
    CC 0.0 %*
    NR2 4.6 %
    Other Instruments 10.3 %
    Total Investments 100.0 %

     

    1Source: BlackRock Solutions. Credit quality ratings are measured on a scale that generally ranges from AAA (highest) to D (lowest). All securities except for those labeled “NR” have been rated by Moody’s, Standard & Poor’s (“S&P”), or Fitch, each of which is a Nationally Recognized Statistical Rating Organization (“NRSRO”). For purposes of this presentation, when ratings are available from more than one agency, the highest rating is used. Guggenheim Investments has converted Moody’s and Fitch ratings to the equivalent S&P rating. Security ratings are determined at the time of purchase and may change thereafter.
    2NR (not rated) securities do not necessarily indicate low credit quality.
    *Less than 0.1%.

     

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    TRUST SUMMARY (Unaudited) continued November 30, 2023

     

     

    All or a portion of the above distributions may be characterized as a return of capital. For the calendar year ended December 31, 2023, 57% of the distributions were characterized as ordinary income, and 43% of the distributions were characterized as return of capital. The final determination of the tax character of the distributions paid by the Trust in 2023 will be reported to shareholders in January 2024.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 25

     
     

     

     

    SCHEDULE OF INVESTMENTS (Unaudited)       November 30, 2023
                 
        Shares       Value
    COMMON STOCKS† – 0.0%            
    Communications – 0.0%            
    Figs, Inc. — Class A*   3,754     $27,254
    Vacasa, Inc. — Class A*   511     4,068
    Total Communications   31,322
    Industrial – 0.0%            
    BP Holdco LLC*,†††,1   15,619     18,932
    Vector Phoenix Holdings, LP*,†††   15,619     960
    Targus, Inc.*,†††   17,838     526
    Targus, Inc.*,†††   17,838     526
    Targus, Inc.*,†††   17,838     428
    Targus , Inc.*,†††   17,838     195
    YAK BLOCKER 2 LLC*,†††   5,183     52
    YAK BLOCKER 2 LLC*,†††   4,791     48
    Targus, Inc.*,†††   17,838     2
    Total Industrial   21,669
    Financial – 0.0%            
    Tensor Ltd.*,†††   81,175     8
    Total Common Stocks            
    (Cost $194,583)   52,999
    PREFERRED STOCKS†† – 2.1%            
    Financial – 2.1%            
    Equitable Holdings, Inc.            
    4.30% 140,000     2,241,400
    W R Berkley Corp.            
    4.13% due 03/30/61   95,975     1,753,463
    Kuvare US Holdings, Inc.            
    7.00% due 02/17/51*,2   1,500,000     1,511,250
    PartnerRe Ltd.            
    4.88% 46,000     825,700
    Reinsurance Group of America, Inc.            
    7.13% due 10/15/52   23,225     607,798
    Selective Insurance Group, Inc.            
    4.60% 20,000     348,600
    First Republic Bank            
    4.50%†††   17,750     2
    4.25%†††   31,650     –
    Total Financial   7,288,213
    Industrial – 0.0%            
    YAK BLOCKER 2 LLC*,†††   284,756     79,077
    Total Preferred Stocks            
    (Cost $11,562,726)   7,367,290

     

    See notes to financial statements.

     

    26 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

                 
    SCHEDULE OF INVESTMENTS (Unaudited) continued       November 30, 2023
                 
        Shares       Value
    WARRANTS† – 0.0%            
    Ginkgo Bioworks Holdings, Inc.            
    Expiring 09/16/26* 9,372     $842
    Acropolis Infrastructure Acquisition Corp.            
    Expiring 03/31/26*,5   12,600     151
    Pershing Square Tontine Holdings, Ltd.            
    Expiring 07/24/25*,†††,5 23,730     2
    Total Warrants            
    (Cost $32,105)   995
    CLOSED-END MUTUAL FUNDS† – 11.0%            
    BlackRock Taxable Municipal Bond Trust 738,712     11,568,230
    Nuveen Taxable Municipal Income Fund 471,344     7,159,715
    Nuveen California Quality Municipal Income Fund 482,736     5,117,002
    Invesco Municipal Opportunity Trust 450,245     4,124,244
    Invesco Trust for Investment Grade Municipals 382,286     3,616,426
    Invesco Municipal Trust 309,052     2,849,459
    BlackRock MuniVest Fund, Inc. 394,750     2,676,405
    Invesco Advantage Municipal Income Trust II 287,297     2,341,471
    Total Closed-End Mutual Funds            
    (Cost $56,469,081)   39,452,952
    MONEY MARKET FUNDS† – 1.3%            
    Dreyfus Treasury Securities Cash Management Fund — Institutional Shares, 5.27%6 4,102,624     4,102,624
    Dreyfus Treasury Obligations Cash Management Fund — Institutional Shares, 5.24%6 647,931     647,931
    Total Money Market Funds            
    (Cost $4,750,555)   4,750,555
        Face        
        Amount~        
     
    MUNICIPAL BONDS†† – 68.8%            
    California – 13.0%            
    Santa Ana Unified School District, California, General Obligation Bonds,            
    Federal Taxable Build America Bonds15            
    7.10% due 08/01/40 7,785,000     8,810,659
    6.80% due 08/01/30 2,245,000     2,447,460
    Oakland Unified School District, County of Alameda, California, Taxable General            
    Obligation Bonds, Election of 2006, Qualified School Construction            
    Bonds, Series 2012B            
    6.88% due 08/01/33 10,000,000     10,055,538
    East Side Union High School District General Obligation Unlimited            
    3.13% due 08/01/427 7,500,000     5,530,377
    California Statewide Communities Development Authority Revenue Bonds            
    7.14% due 08/15/477 3,450,000     3,633,492
    California Public Finance Authority Revenue Bonds            
    3.27% due 10/15/43 4,800,000     3,101,104

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 27

     
     

     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued     November 30, 2023
     
      Face        
      Amount~       Value
    MUNICIPAL BONDS†† – 68.8% (continued)          
    California – 13.0% (continued)          
    Oakland Unified School District/Alameda County General Obligation Unlimited          
    3.12% due 08/01/407 2,450,000     $1,790,621
    Marin Community College District General Obligation Unlimited          
    4.03% due 08/01/387 2,000,000     1,732,395
    Moreno Valley Unified School District General Obligation Unlimited          
    3.82% due 08/01/447 2,000,000     1,551,347
    Hillsborough City School District General Obligation Unlimited          
    due 09/01/388 1,600,000     689,832
    due 09/01/378 1,120,000     514,992
    due 09/01/408 500,000     189,244
    San Jose Evergreen Community College District General Obligation Unlimited          
    3.06% due 09/01/457 1,500,000     1,036,369
    Placentia-Yorba Linda Unified School District (Orange County, California), General          
    Obligation Bonds, Federally Taxable Direct-Pay Qualified School Construction          
    Bonds, Election of 2008          
    5.40% due 02/01/26 1,000,000     1,007,483
    Manteca Redevelopment Agency Successor Agency Tax Allocation          
    3.21% due 10/01/42 1,400,000     1,003,451
    Monrovia Unified School District, Los Angeles County, California, Election of 2006          
    General Obligation Bonds, Build America Bonds, Federally Taxable15          
    7.25% due 08/01/28 805,000     857,901
    Norman Y Mineta San Jose International Airport SJC Revenue Bonds          
    2.91% due 03/01/357 500,000     392,794
    3.27% due 03/01/40 250,000     184,480
    3.29% due 03/01/417 70,000     50,766
    Alhambra Unified School District General Obligation Unlimited          
    6.70% due 02/01/26 500,000     511,781
    California State University Revenue Bonds          
    3.90% due 11/01/477 500,000     399,056
    Cypress School District General Obligation Unlimited          
    6.65% due 08/01/25 350,000     355,095
    Fremont Unified School District/Alameda County California General Obligation Unlimited          
    2.75% due 08/01/417 400,000     279,335
    Riverside County Redevelopment Successor Agency Tax Allocation          
    3.88% due 10/01/37 250,000     211,744
    Coast Community College District General Obligation Unlimited          
    2.98% due 08/01/397 250,000     184,659
    Total California       46,521,975
    Texas – 11.2%          
    Dallas, Texas, Convention Center Hotel Development Corporation,          
    Hotel Revenue Bonds, Taxable Build America Bonds15          
    7.09% due 01/01/427 10,020,000     10,904,483
    Harris County Cultural Education Facilities Finance Corp. Revenue Bonds          
    3.34% due 11/15/377 8,900,000     7,014,204

     

    See notes to financial statements.

     

    28 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued     November 30, 2023
     
      Face    
      Amount~   Value
    MUNICIPAL BONDS†† – 68.8% (continued)          
    Texas – 11.2% (continued)          
    Tarrant County Cultural Education Facilities Finance Corp. Revenue Bonds          
    3.42% due 09/01/507 8,000,000   $5,208,942
    City of San Antonio Texas Electric & Gas Systems Revenue Bonds          
    2.91% due 02/01/487 6,800,000   4,669,917
    Central Texas Regional Mobility Authority Revenue Bonds          
    3.29% due 01/01/427 5,250,000   3,850,115
    3.27% due 01/01/457 1,150,000   779,421
    Dallas/Fort Worth International Airport Revenue Bonds          
    2.92% due 11/01/507 6,500,000   4,419,810
    City of Garland Texas Electric Utility System Revenue Bonds          
    3.15% due 03/01/51 2,400,000   1,590,554
    City of Austin Texas Rental Car Special Facility Revenue Bonds          
    2.86% due 11/15/427 2,200,000   1,533,615
    Total Texas   39,971,061
    Washington – 6.4%          
    Central Washington University Revenue Bonds          
    6.95% due 05/01/40 5,000,000   5,417,525
    Central Washington University, System Revenue Bonds, 2010, Taxable          
    Build America Bonds15          
    6.50% due 05/01/30 5,000,000   5,215,294
    Washington State Convention Center Public Facilities District, Lodging          
    Tax Bonds, Taxable Build America Bonds15          
    6.79% due 07/01/40 4,600,000   4,826,979
    Washington State University, Housing and Dining System Revenue Bonds,          
    Taxable Build America Bonds15          
    7.10% due 04/01/32 3,325,000   3,582,230
    County of Pierce Washington Sewer Revenue Bonds          
    2.87% due 08/01/42 4,300,000   3,065,181
    King County Public Hospital District No. 2 General Obligation Limited          
    3.11% due 12/01/447 1,100,000   745,169
    Total Washington   22,852,378
    Pennsylvania – 5.0%          
    School District of Philadelphia, Pennsylvania, General Obligation Bonds, Series 2011A,          
    Qualified School Construction Bonds – (Federally Taxable – Direct Subsidy)          
    6.00% due 09/01/30 10,330,000   10,543,303
    Pittsburgh, Pennsylvania, School District, Taxable Qualified School Construction Bonds          
    6.85% due 09/01/29 6,895,000   7,486,435
    Doylestown Hospital Authority Revenue Bonds          
    3.95% due 07/01/24 175,000   172,017
    Total Pennsylvania   18,201,755

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 29

     
     

     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued   November 30, 2023
     
      Face    
      Amount~   Value
    MUNICIPAL BONDS†† – 68.8% (continued)        
    New York – 4.2%        
    Westchester County Health Care Corporation, Revenue Bonds,        
    Taxable Build America Bonds15        
    8.57% due 11/01/40 10,010,000   $9,766,365
    Port Authority of New York & New Jersey Revenue Bonds        
    3.14% due 02/15/51 5,000,000   3,476,728
    New York City Industrial Development Agency Revenue Bonds        
    2.73% due 03/01/347 2,250,000   1,779,754
    Total New York   15,022,847
    Illinois – 4.0%        
    Chicago, Illinois, Second Lien Wastewater Transmission Revenue Project Bonds,        
    Taxable Build America Bonds15        
    6.90% due 01/01/407 5,100,000   5,633,130
    Illinois, General Obligation Bonds, Taxable Build America Bonds15        
    7.35% due 07/01/35 4,258,242   4,486,125
    Chicago, Illinois, Second Lien Water Revenue Bonds, Taxable Build America Bonds15        
    6.74% due 11/01/407 2,990,000   3,274,798
    State of Illinois General Obligation Unlimited        
    6.63% due 02/01/35 858,462   874,370
    6.73% due 04/01/357 184,615   188,852
    Chicago Board of Education General Obligation Unlimited        
    6.14% due 12/01/39 195,000   176,048
    Total Illinois   14,633,323
    Ohio – 4.0%        
    County of Franklin Ohio Revenue Bonds        
    2.88% due 11/01/507 8,900,000   5,615,779
    American Municipal Power, Inc., Combined Hydroelectric Projects Revenue Bonds,        
    New Clean Renewable Energy Bonds        
    7.33% due 02/15/287 5,000,000   5,252,061
    Madison Local School District, Richland County, Ohio, School Improvement,        
    Taxable Qualified School Construction Bonds        
    6.65% due 12/01/29 2,500,000   2,502,677
    Toronto City School District, Ohio, Qualified School Construction Bonds General        
    Obligation Bonds        
    7.00% due 12/01/28 780,000   780,988
    Total Ohio   14,151,505
    Oklahoma – 3.4%        
    Oklahoma Development Finance Authority Revenue Bonds        
    5.45% due 08/15/28 10,950,000   9,617,846
    Tulsa Airports Improvement Trust Revenue Bonds        
    3.10% due 06/01/45 3,700,000   2,541,989
    Oklahoma State University Revenue Bonds        
    4.13% due 08/01/48 150,000   120,014
    Total Oklahoma   12,279,849

     

    See notes to financial statements.

     

    30 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued   November 30, 2023
     
      Face    
      Amount~   Value
    MUNICIPAL BONDS†† – 68.8% (continued)        
    West Virginia – 3.3%        
    State of West Virginia, Higher Education Policy Commission, Revenue Bonds,        
    Federally Taxable Build America Bonds 201015        
    7.65% due 04/01/407 10,000,000   $11,777,377
    Indiana – 3.3%        
    Evansville-Vanderburgh School Building Corp. Revenue Bonds        
    6.50% due 01/15/307 8,690,000   8,918,278
    County of Knox Indiana Revenue Bonds        
    5.90% due 04/01/34 2,920,000   2,759,451
    Total Indiana   11,677,729
    Michigan – 2.4%        
    Detroit City School District General Obligation Unlimited        
    7.75% due 05/01/397 2,505,000   2,856,513
    Detroit, Michigan, School District, School Building and Site Bonds, Unlimited        
    Tax General Obligation Bonds, Taxable Qualified School Construction Bonds        
    6.65% due 05/01/297 2,640,000   2,806,018
    Fraser Public School District, Macomb County, Michigan, General Obligation Federally        
    Taxable School Construction Bonds, 2011 School Building and Site Bonds        
    6.05% due 05/01/26 1,510,000   1,510,871
    Oakridge, Michigan, Public Schools, Unlimited Tax General Obligation Bonds        
    6.75% due 05/01/26 1,000,000   1,001,119
    Comstock Park Public Schools General Obligation Unlimited        
    6.30% due 05/01/26 415,000   415,315
    Total Michigan   8,589,836
    South Carolina – 1.6%        
    County of Horry South Carolina Airport Revenue Bonds, Build America Bonds15        
    7.33% due 07/01/40 5,000,000   5,625,588
    New Jersey – 1.2%        
    New Jersey Educational Facilities Authority Revenue Bonds        
    3.51% due 07/01/427 3,500,000   2,648,070
    New Jersey Turnpike Authority Revenue Bonds        
    2.78% due 01/01/407 2,500,000   1,770,274
    Total New Jersey   4,418,344
    Massachusetts – 1.2%        
    Massachusetts Port Authority Revenue Bonds        
    2.72% due 07/01/427 3,400,000   2,390,592
    2.87% due 07/01/51 750,000   481,450
    Massachusetts Development Finance Agency Revenue Bonds, Build America Bonds15        
    3.52% due 10/01/46 2,250,000   1,500,104
    Total Massachusetts   4,372,146

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 31

     
     

      

    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

               
      Face    
      Amount~   Value
    MUNICIPAL BONDS†† – 68.8% (continued)          
    Alabama – 1.1%          
    Auburn University Revenue Bonds          
    2.68% due 06/01/507 6,500,000   $3,941,168
    Colorado – 1.0%          
    Colorado, Building Excellent Schools Today, Certificates of Participation, Taxable          
    Qualified School Construction          
    6.82% due 03/15/28 2,500,000   2,660,062
    University of Colorado Revenue Bonds          
    2.81% due 06/01/487 920,000   603,546
    Total Colorado   3,263,608
    Mississippi – 0.9%          
    Medical Center Educational Building Corp. Revenue Bonds          
    2.92% due 06/01/417 4,500,000   3,187,279
    New Hampshire – 0.9%          
    New Hampshire Business Finance Authority Revenue Bonds          
    3.27% due 05/01/517 4,800,000   3,174,812
    Louisiana – 0.5%          
    State of Louisiana Gasoline & Fuels Tax Revenue Bonds          
    3.05% due 05/01/387 2,500,000   1,950,741
    Minnesota – 0.1%          
    City of State Paul Minnesota Sales & Use Tax Revenue Tax Allocation          
    3.89% due 11/01/35 250,000   215,634
    Arkansas – 0.1%          
    University of Arkansas Revenue Bonds          
    3.10% due 12/01/417 250,000   186,480
    District of Columbia – 0.0%          
    Washington Convention & Sports Authority Revenue Bonds          
    4.31% due 10/01/407 100,000   87,338
    Total Municipal Bonds          
    (Cost $277,355,413) 246,102,773
    CORPORATE BONDS†† – 31.5%          
    Financial – 11.8%          
    Central Storage Safety Project Trust          
    4.82% due 02/01/389 6,956,064   5,880,317
    Wilton RE Ltd.          
    6.00% †††,2,3,10 3,800,000   3,356,710
    Intact Financial Corp.          
    5.46% due 09/22/322,7 1,900,000   1,844,801
    Blue Owl Finance LLC          
    4.38% due 02/15/322,7 2,150,000   1,791,256

     

    See notes to financial statements.

     

    32 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

      

    SCHEDULE OF INVESTMENTS (Unaudited) continued     November 30, 2023
     
      Face    
      Amount~   Value
    CORPORATE BONDS†† – 31.5% (continued)          
    Financial – 11.8% (continued)          
    Accident Fund Insurance Company of America          
    8.50% due 08/01/322 1,750,000   $1,727,157
    Ares Finance Company IV LLC          
    3.65% due 02/01/522,7 2,650,000   1,720,698
    Maple Grove Funding Trust I          
    4.16% due 08/15/512,7 2,500,000   1,637,183
    Pershing Square Holdings Ltd.          
    3.25% due 10/01/312 2,100,000   1,571,430
    Liberty Mutual Group, Inc.          
    4.30% due 02/01/612 2,700,000   1,545,783
    Jefferies Finance LLC / JFIN Company-Issuer Corp.          
    5.00% due 08/15/282 1,500,000   1,282,380
    Global Atlantic Finance Co.          
    4.70% due 10/15/512,3 1,450,000   1,202,647
    National Life Insurance Co.          
    10.50% due 09/15/392 900,000   1,103,230
    United Wholesale Mortgage LLC          
    5.50% due 11/15/252 1,100,000   1,069,391
    Prudential Financial, Inc.          
    5.13% due 03/01/523 1,200,000   1,066,030
    FS KKR Capital Corp.          
    3.25% due 07/15/277 1,150,000   1,013,903
    Stewart Information Services Corp.          
    3.60% due 11/15/317 1,350,000   1,005,410
    NFP Corp.          
    6.88% due 08/15/282,7 1,100,000   979,391
    JPMorgan Chase & Co.          
    5.72% due 09/14/333 950,000   946,564
    Horace Mann Educators Corp.          
    7.25% due 09/15/287 900,000   936,775
    Macquarie Bank Ltd.          
    3.05% due 03/03/362,3 1,200,000   920,972
    Credit Suisse AG NY          
    7.95% due 01/09/257 900,000   917,487
    NatWest Group plc          
    7.47% due 11/10/263,7 850,000   871,216
    Kennedy-Wilson, Inc.          
    5.00% due 03/01/317 1,150,000   863,011
    Standard Chartered plc          
    7.78% due 11/16/252,3,7 750,000   762,411
    Keenan Fort Detrick Energy LLC          
    4.17% due 11/15/482 1,000,000   757,012
    Toronto-Dominion Bank          
    8.13% due 10/31/823 750,000   754,146

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 33

     
     

      

    SCHEDULE OF INVESTMENTS (Unaudited) continued     November 30, 2023
     
      Face    
      Amount~   Value
    CORPORATE BONDS†† – 31.5% (continued)          
    Financial – 11.8% (continued)          
    Blue Owl Capital GP LLC          
    7.21% due 08/22/43††† 750,000   $736,218
    Corebridge Financial, Inc.          
    6.88% due 12/15/523 700,000   672,221
    QBE Insurance Group Ltd.          
    5.88% 2,3,10 650,000   625,179
    Bank of Nova Scotia          
    8.63% due 10/27/823 550,000   552,675
    Nationstar Mortgage Holdings, Inc.          
    5.00% due 02/01/262,7 560,000   533,941
    HUB International Ltd.          
    5.63% due 12/01/292,7 550,000   498,721
    Belvoir Land LLC          
    5.60% due 12/15/352 500,000   464,406
    OneMain Finance Corp.          
    9.00% due 01/15/297 350,000   360,969
    Iron Mountain Information Management Services, Inc.          
    5.00% due 07/15/322,7 300,000   260,547
    Total Financial 42,232,188
    Consumer, Non-cyclical – 4.5%          
    JBS USA LUX S.A. / JBS USA Food Company / JBS USA Finance, Inc.          
    5.75% due 04/01/337 1,050,000   991,545
    4.38% due 02/02/527 1,200,000   823,089
    Tufts Medical Center, Inc.          
    7.00% due 01/01/38 1,500,000   1,495,979
    Beth Israel Lahey Health, Inc.          
    3.08% due 07/01/517 2,500,000   1,485,170
    Post Holdings, Inc.          
    4.50% due 09/15/312 1,300,000   1,131,812
    Universal Health Services, Inc.          
    2.65% due 01/15/327 1,300,000   1,023,065
    Altria Group, Inc.          
    3.70% due 02/04/517 1,500,000   1,000,643
    Reynolds American, Inc.          
    5.70% due 08/15/357 1,050,000   985,413
    HCA, Inc.          
    4.63% due 03/15/527 1,200,000   950,329
    Amgen, Inc.          
    4.40% due 02/22/62 1,200,000   943,656
    Sotheby’s          
    7.38% due 10/15/272,7 1,000,000   917,056
    BAT Capital Corp.          
    7.08% due 08/02/437 800,000   814,231

     

    See notes to financial statements.

     

    34 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued     November 30, 2023
     
        Face    
        Amount~   Value
    CORPORATE BONDS†† – 31.5% (continued)          
    Consumer, Non-cyclical – 4.5% (continued)          
    BCP V Modular Services Finance II plc          
    6.13% due 10/30/282 GBP 750,000   $807,118
    CPI CG, Inc.          
    8.63% due 03/15/262 601,000   570,987
    Baylor College of Medicine          
    5.26% due 11/15/46 600,000   556,616
    Medline Borrower, LP          
    5.25% due 10/01/292 450,000   407,234
    Kronos Acquisition Holdings, Inc. / KIK Custom Products, Inc.          
    7.00% due 12/31/272,7 260,000   240,716
    Upbound Group, Inc.          
    6.38% due 02/15/292,7 250,000   227,648
    Performance Food Group, Inc.          
    6.88% due 05/01/252,7 225,000   225,118
    Endo Luxembourg Finance Company I SARL / Endo US, Inc.          
    7.13% due 04/01/292,11 350,000   224,875
    OhioHealth Corp.          
    2.83% due 11/15/41 300,000   204,444
    Total Consumer, Non-cyclical   16,026,744
    Consumer, Cyclical – 3.8%          
    Delta Air Lines, Inc.          
    7.00% due 05/01/252,7 4,019,000   4,061,294
    United Airlines, Inc.          
    4.63% due 04/15/292 2,200,000   1,963,961
    Warnermedia Holdings, Inc.          
    5.14% due 03/15/527 1,150,000   919,150
    6.41% due 03/15/267 900,000   900,816
    Hyatt Hotels Corp.          
    5.75% due 04/23/307 1,100,000   1,107,734
    LKQ Corp.          
    6.25% due 06/15/337 950,000   950,710
    Air Canada          
    4.63% due 08/15/292 CAD 1,050,000   699,082
    Evergreen Acqco 1 Limited Partnership / TVI, Inc.          
    9.75% due 04/26/282 539,000   559,213
    PetSmart, Inc. / PetSmart Finance Corp.          
    4.75% due 02/15/282,7 600,000   548,704
    Polaris, Inc.          
    6.95% due 03/15/29 450,000   463,124
    Wabash National Corp.          
    4.50% due 10/15/282,7 500,000   427,486
    Hanesbrands, Inc.          
    9.00% due 02/15/312,7 400,000   377,081

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 35

     
     

     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued       November 30, 2023
     
        Face    
        Amount~   Value
    CORPORATE BONDS†† – 31.5% (continued)            
    Consumer, Cyclical – 3.8% (continued)            
    Suburban Propane Partners Limited Partnership/Suburban Energy Finance Corp.            
    5.00% due 06/01/312,7 300,000   $265,500
    Superior Plus Limited Partnership / Superior General Partner, Inc.            
    4.50% due 03/15/292,7 250,000   220,149
    Station Casinos LLC            
    4.63% due 12/01/312 200,000   169,936
    Total Consumer, Cyclical   13,633,940
    Industrial – 3.7%            
    Boeing Co.            
    5.81% due 05/01/50 4,000,000   3,901,251
    IP Lending V Ltd.            
    5.13% due 04/02/26†††,2 1,200,000   1,142,640
    Fortune Brands Innovations, Inc.            
    4.50% due 03/25/527 1,300,000   1,017,084
    Artera Services LLC            
    9.03% due 12/04/252,7 1,050,000   958,918
    LBJ Infrastructure Group LLC            
    3.80% due 12/31/572 1,500,000   930,870
    IP Lending X Ltd.            
    7.75% due 07/02/29†††,2 900,000   905,440
    Cellnex Finance Company S.A.            
    3.88% due 07/07/412,7 1,250,000   904,000
    GrafTech Global Enterprises, Inc.            
    9.88% due 12/15/282 1,000,000   785,000
    Dyal Capital Partners IV            
    3.65% due 02/22/41††† 1,000,000   768,409
    Summit Materials LLC / Summit Materials Finance Corp.            
    6.50% due 03/15/272,7 600,000   595,500
    New Enterprise Stone & Lime Company, Inc.            
    9.75% due 07/15/282,7 575,000   573,679
    Deuce FinCo plc            
    5.50% due 06/15/272 GBP 500,000   568,861
    Ardagh Metal Packaging Finance USA LLC / Ardagh Metal Packaging Finance plc            
    4.00% due 09/01/292,7 400,000   317,865
    Level 3 Financing, Inc.            
    11.00% due 11/15/29††† 634,257   1
    Total Industrial   13,369,518
    Communications – 2.8%            
    British Telecommunications plc            
    4.88% due 11/23/812,3 1,700,000   1,403,356
    T-Mobile USA, Inc.            
    2.88% due 02/15/317 1,362,000   1,154,063
    McGraw-Hill Education, Inc.            
    8.00% due 08/01/292,7 850,000   766,063
    5.75% due 08/01/282 300,000   273,750

     

    See notes to financial statements.

     

    36 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued       November 30, 2023
     
        Face    
        Amount~   Value
    CORPORATE BONDS†† – 31.5% (continued)            
    Communications – 2.8% (continued)          
    LCPR Senior Secured Financing DAC          
    5.13% due 07/15/292,7 1,150,000   $965,351
    Charter Communications Operating LLC / Charter Communications Operating Capital          
    5.25% due 04/01/537 1,200,000   960,990
    Corning, Inc.          
    4.38% due 11/15/577 1,200,000   950,048
    Rogers Communications, Inc.          
    4.50% due 03/15/42 1,150,000   947,127
    Altice France S.A.          
    5.50% due 10/15/292,7 900,000   649,375
    5.13% due 07/15/292,7 350,000   250,323
    Vodafone Group plc          
    5.13% due 06/04/813 1,100,000   753,165
    UPC Broadband Finco BV          
    4.88% due 07/15/312,7 700,000   590,625
    CSC Holdings LLC          
    11.25% due 05/15/282,7 250,000   249,561
    5.25% due 06/01/24 100,000   95,260
    Telenet Finance Luxembourg Notes SARL          
    5.50% due 03/01/28 200,000   182,500
    Total Communications   10,191,557
    Energy – 2.5%          
    Occidental Petroleum Corp.          
    7.00% due 11/15/27 2,000,000   2,047,320
    Valero Energy Corp.          
    4.00% due 06/01/527 2,450,000   1,782,204
    ITT Holdings LLC          
    6.50% due 08/01/292 1,250,000   1,090,625
    NuStar Logistics, LP          
    6.38% due 10/01/307 1,000,000   975,000
    Targa Resources Partners Limited Partnership / Targa Resources Partners Finance Corp.          
    4.88% due 02/01/317 1,000,000   925,732
    Venture Global LNG, Inc.          
    9.88% due 02/01/322 750,000   768,631
    Kinder Morgan, Inc.          
    5.20% due 06/01/337 400,000   383,015
    Parkland Corp.          
    4.63% due 05/01/302,7 300,000   267,750
    Buckeye Partners, LP          
    4.35% due 10/15/247 250,000   244,415
    Viper Energy, Inc.          
    7.38% due 11/01/312,7 200,000   202,400
    Greensaif Pipelines Bidco SARL          
    6.51% due 02/23/422 200,000   200,268

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 37

     
     

      

    SCHEDULE OF INVESTMENTS (Unaudited) continued     November 30, 2023
     
      Face    
      Amount~   Value
    CORPORATE BONDS†† – 31.5% (continued)          
    Energy – 2.5% (continued)          
    CVR Energy, Inc.          
    5.75% due 02/15/282 125,000   $115,589
    Total Energy   9,002,949
    Basic Materials – 0.9%          
    Alcoa Nederland Holding BV          
    4.13% due 03/31/292,7 1,100,000   981,096
    ArcelorMittal S.A.          
    6.55% due 11/29/27 900,000   929,363
    SK Invictus Intermediate II SARL          
    5.00% due 10/30/292,7 700,000   568,844
    SCIL IV LLC / SCIL USA Holdings LLC          
    5.38% due 11/01/262,7 600,000   563,237
    Mirabela Nickel Ltd.          
    due 06/24/19†††,9,11 96,316   482
    Total Basic Materials   3,043,022
    Technology – 0.8%          
    Broadcom, Inc.          
    3.19% due 11/15/362,7 1,300,000   993,297
    Oracle Corp.          
    3.95% due 03/25/517 1,100,000   813,880
    CDW LLC / CDW Finance Corp.          
    3.57% due 12/01/317 800,000   688,896
    Central Parent LLC / CDK Global II LLC / CDK Financing Company, Inc.          
    8.00% due 06/15/292 200,000   205,158
    Total Technology   2,701,231
    Utilities – 0.7%          
    Ohio Edison Co.          
    5.50% due 01/15/332,7 950,000   925,344
    Alexander Funding Trust II          
    7.47% due 07/31/282,7 900,000   922,105
    NRG Energy, Inc.          
    7.00% due 03/15/332 450,000   454,972
    Black Hills Corp.          
    5.95% due 03/15/287 200,000   202,461
    Total Utilities   2,504,882
    Total Corporate Bonds          
    (Cost $129,172,712) 112,706,031
    ASSET-BACKED SECURITIES†† – 11.4%          
    Financial – 3.8%          
    Thunderbird A          
    5.50% due 03/01/37††† 3,925,948   3,606,610

     

     

    See notes to financial statements.

     

    38 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

      

    SCHEDULE OF INVESTMENTS (Unaudited) continued       November 30, 2023
     
        Face    
        Amount~   Value
    ASSET-BACKED SECURITIES†† – 11.4% (continued)            
    Financial – 3.8% (continued)            
    Lightning A            
    5.50% due 03/01/37††† 3,867,386   $3,552,812
    HV Eight LLC            
    7.10% (3 Month EURIBOR + 3.50%, Rate Floor: 3.50%)            
    due 12/31/27◊,††† EUR 1,607,232   1,749,785
    KKR Core Holding Company LLC            
    4.00% due 08/12/31††† 1,561,248   1,371,792
    Project Onyx I            
    7.67% due 01/26/27††† 1,350,000   1,349,277
    Ceamer Finance LLC            
    6.92% due 11/15/37††† 966,635   923,670
    LVNV Funding LLC            
    7.80% due 11/05/28††† 650,000   650,000
    Project Onyx II            
    7.67% due 01/26/27††† 450,000   449,732
    Total Financial   13,653,678
    Transport-Aircraft – 1.9%            
    GAIA Aviation Ltd.            
    2019-1, 3.97% due 12/15/442,4 2,382,172   2,142,001
    Navigator Aircraft ABS Ltd.            
    2021-1, 2.77% due 11/15/462 1,075,149   917,156
    Sprite Ltd.            
    2021-1, 3.75% due 11/15/462 954,136   874,437
    JOL Air Ltd.            
    2019-1, 3.97% due 04/15/442 862,383   777,378
    Start Ltd.            
    2018-1, 4.09% due 05/15/432 829,979   740,880
    Castlelake Aircraft Structured Trust            
    2021-1A, 6.66% due 01/15/462 725,290   596,955
    Labrador Aviation Finance Ltd.            
    2016-1A, 4.30% due 01/15/422 573,173   483,035
    AASET Trust            
    2021-2A, 2.80% due 01/15/472 407,951   349,288
    Total Transport-Aircraft   6,881,130
    Collateralized Loan Obligations – 1.9%            
    ABPCI Direct Lending Fund IX LLC            
    2021-9A BR, 8.15% (3 Month Term SOFR + 2.76%, Rate Floor: 2.50%)            
    due 11/18/31◊,2 2,500,000   2,405,639
    Cerberus Loan Funding XLII LLC            
    2023-3A C, 9.58% (3 Month Term SOFR + 4.15%, Rate Floor: 4.15%)            
    due 09/13/35◊,2 1,250,000   1,249,705

     

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 39

     
     

     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued     November 30, 2023
     
      Face    
      Amount~   Value
    ASSET-BACKED SECURITIES†† – 11.4% (continued)          
    Collateralized Loan Obligations – 1.9% (continued)          
    ABPCI Direct Lending Fund CLO II LLC          
    2021-1A CR, 8.83% (3 Month Term SOFR + 3.41%, Rate Floor: 3.15%)          
    due 04/20/32◊,2 1,000,000   $963,631
    Cerberus Loan Funding XL LLC          
    2023-1A C, 9.79% (3 Month Term SOFR + 4.40%, Rate Floor: 4.40%)          
    due 03/22/35◊,2 750,000   751,087
    KREF Ltd.          
    2021-FL2 AS, 6.74% (1 Month Term SOFR + 1.41%, Rate Floor: 1.30%)          
    due 02/15/39◊,2 650,000   601,857
    WhiteHorse X Ltd.          
    2015-10A E, 10.96% (3 Month Term SOFR + 5.56%, Rate Floor: 5.30%)          
    due 04/17/27◊,2 371,135   371,077
    WhiteHorse VIII Ltd.          
    2014-1A E, 10.19% (3 Month Term SOFR + 4.81%, Rate Floor: 0.00%)          
    due 05/01/26◊,2 196,225   165,429
    BNPP IP CLO Ltd.          
    2014-2A E, 10.90% (3 Month Term SOFR + 5.51%, Rate Floor: 0.00%)          
    due 10/30/25◊,2 287,756   71,737
    Total Collateralized Loan Obligations   6,580,162
    Infrastructure – 1.7%          
    VB-S1 Issuer LLC - VBTEL          
    2022-1A, 4.29% due 02/15/522 5,000,000   4,431,825
    Hotwire Funding LLC          
    2023-1A, 8.84% due 05/20/532 1,900,000   1,750,238
    Total Infrastructure   6,182,063
    Whole Business – 0.8%          
    Applebee’s Funding LLC / IHOP Funding LLC          
    2019-1A, 4.72% due 06/05/492 990,000   930,192
    SERVPRO Master Issuer LLC          
    2019-1A, 3.88% due 10/25/492 960,000   886,363
    2021-1A, 2.39% due 04/25/512 48,750   40,742
    Sonic Capital LLC          
    2021-1A, 2.64% due 08/20/512 1,174,000   893,526
    Total Whole Business   2,750,823
    Net Lease – 0.7%          
    CARS-DB7, LP          
    2023-1A, 6.50% due 09/15/532 997,917   984,265
    SVC ABS LLC          
    2023-1A, 5.55% due 02/20/532 998,125   921,977
    CARS-DB4, LP          
    2020-1A, 4.95% due 02/15/502 500,000   407,320
    Total Net Lease   2,313,562

     

     

    40 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

      

    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

     

                 
        Face    
        Amount~   Value
    ASSET-BACKED SECURITIES†† – 11.4% (continued)            
    Single Family Residence – 0.5%            
    FirstKey Homes Trust            
    2022-SFR3, 4.50% due 07/17/382 1,000,000   $950,488
    2020-SFR2, 4.50% due 10/19/372 400,000   368,203
    2020-SFR2, 4.00% due 10/19/372 400,000   367,018
    2020-SFR2, 3.37% due 10/19/372 250,000   227,635
    Total Single Family Residence   1,913,344
     
    Insurance – 0.1%            
    CHEST            
    7.13% due 03/15/43††† 500,000   488,142
    Total Asset-Backed Securities            
    (Cost $42,664,855)   40,762,904
     
    SENIOR FLOATING RATE INTERESTS††,◊ – 9.3%            
    Consumer, Cyclical – 2.6%            
    MB2 Dental Solutions LLC            
    11.45% (1 Month Term SOFR + 6.00%, Rate Floor: 7.00%) due 01/29/27†††   1,492,679   1,476,415
    FR Refuel LLC            
    10.21% (1 Month Term SOFR + 4.75%, Rate Floor: 4.75%) due 11/08/28     1,286,353   1,244,546
    Zephyr Bidco Ltd.            
    11.19% (1 Month GBP SONIA + 6.00%, Rate Floor: 6.00%) due 07/31/28       GBP 900,000   1,107,728
    First Brands Group LLC            
    10.88% (6 Month Term SOFR + 5.00%, Rate Floor: 6.00%) due 03/30/27       1,121,250   1,101,348
    Alexander Mann            
    11.42% (1 Month Term SOFR + 6.10%, Rate Floor: 6.10%) due 06/29/27       1,000,000   971,670
    Pacific Bells LLC            
    10.15% (3 Month Term SOFR + 4.50%, Rate Floor: 5.00%) due 11/10/28 752,210   742,100
    Accuride Corp.            
    12.22% (1 Month Term SOFR + 5.25%, Rate Floor: 6.25%)            
    (in-kind rate was 1.62%) due 05/18/2612 698,946   597,599
    The Facilities Group            
    11.24% (3 Month Term SOFR + 5.75%, Rate Floor: 5.75%) due 11/30/27††† 496,343   486,417
    NFM & J LLC            
    11.23% (3 Month Term SOFR + 5.75%, Rate Floor: 5.75%) due 11/30/27††† 488,427   478,658
    Camin Cargo Control, Inc.            
    11.96% (1 Month Term SOFR + 6.50%, Rate Floor: 6.50%) due 06/04/26††† 471,801   452,929
    Flutter Financing B.V.            
    8.90% (3 Month Term SOFR + 3.25%, Rate Floor: 3.25%) due 07/24/28 415,521   415,662
    ImageFIRST Holdings LLC            
    10.47% ((3 Month Term SOFR + 4.75%) and (6 Month Term SOFR + 4.75%),            
    Rate Floor: 4.75%) due 04/27/28 419,459   415,265
    Total Consumer, Cyclical   9,490,337
     
    Consumer, Non-cyclical – 2.1%            
    Mission Veterinary Partners            
    9.46% (1 Month Term SOFR + 4.00%, Rate Floor: 4.00%) due 04/27/28     1,225,000   1,207,899

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 41

     
     

    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

      

     

           
      Face    
      Amount~   Value
    SENIOR FLOATING RATE INTERESTS††,◊ – 9.3% (continued)      
    Consumer, Non-cyclical – 2.1% (continued)      
    PetIQ LLC      
    10.17% (6 Month Term SOFR + 4.25%, Rate Floor: 4.75%) due 04/13/28 1,054,192 $ 1,038,380
    Quirch Foods Holdings LLC      
    10.45% (3 Month Term SOFR + 4.75%, Rate Floor: 5.25%) due 10/27/27 953,880   947,327
    Women’s Care Holdings, Inc.      
    10.05% (6 Month Term SOFR + 4.50%, Rate Floor: 4.50%) due 01/17/28 1,057,805   934,180
    Blue Ribbon LLC      
    11.43% (1 Month Term SOFR + 6.00%, Rate Floor: 6.00%) due 05/08/28 1,035,000   882,337
    LaserAway Intermediate Holdings II LLC      
    11.41% (3 Month Term SOFR + 5.75%, Rate Floor: 5.75%) due 10/14/27 781,187   766,540
    Gibson Brands, Inc.      
    10.66% (3 Month Term SOFR + 5.00%, Rate Floor: 5.00%) due 08/11/28 491,250   437,213
    Southern Veterinary Partners LLC      
    9.46% (1 Month Term SOFR + 4.00%, Rate Floor: 4.00%) due 10/05/27 424,753   422,204
    Endo Luxembourg Finance Company I SARL      
    14.50% (Commercial Prime Lending Rate + 6.00%, Rate Floor: 7.75%) due 03/27/28 592,500   380,681
    Florida Food Products LLC      
    10.46% (1 Month Term SOFR + 5.00%, Rate Floor: 5.00%) due 10/18/28 439,356   375,649
    HAH Group Holding Co. LLC      
    10.45% (1 Month Term SOFR + 5.00%, Rate Floor: 5.00%) due 10/29/27 255,153   251,752
    Total Consumer, Non-cyclical     7,644,162
    Technology – 1.7%      
    Polaris Newco LLC      
    8.95% ((1 Month Term SOFR + 3.50%) and (Commercial Prime Lending      
    Rate + 2.50%), Rate Floor: 3.50%) due 06/04/26††† 2,021,000   1,894,134
    Sitecore Holding III A/S      
    10.98% ((6 Month EURIBOR + 7.75%) and (12 Month EURIBOR + 7.00%),      
    Rate Floor: 7.75%) due 03/12/26††† EUR 727,995   789,269
    11.84% ((3 Month Term SOFR + 6.25%) and (6 Month Term SOFR + 7.75%),      
    Rate Floor: 6.25%) due 03/12/26††† 584,919   582,520
    11.84% ((3 Month Term SOFR + 6.25%) and (6 Month Term SOFR + 7.75%),      
    Rate Floor: 6.25%) due 03/09/26††† 111,648   111,191
    Aston FinCo SARL      
    9.96% (1 Month GBP SONIA + 4.75%, Rate Floor: 4.75%) due 10/09/26 GBP 780,080   829,642
    RLDatix      
    13.19% (6 Month Term SOFR + 7.75%, Rate Floor: 7.75%) due 04/27/26††† 700,000   685,650
    24-7 Intouch, Inc.      
    10.20% (1 Month Term SOFR + 4.75%, Rate Floor: 4.75%) due 08/25/25 382,938   377,512
    Datix Bidco Ltd.      
    12.94% (6 Month GBP SONIA + 7.75%, Rate Floor: 7.75%) due 04/27/26††† GBP 300,000   370,943
    Sitecore USA, Inc.      
    11.84% ((3 Month Term SOFR + 6.25%) and (6 Month Term SOFR + 7.75%),      
    Rate Floor: 6.25%) due 03/12/26††† 286,383   285,209

     

    42 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

      

    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

     

           
      Face    
      Amount~   Value
    SENIOR FLOATING RATE INTERESTS††,◊ – 9.3% (continued)      
    Technology – 1.7% (continued)      
    Atlas CC Acquisition Corp.      
    9.90% (3 Month Term SOFR + 4.25%, Rate Floor: 4.25%) due 05/25/28 191,431 $ 177,100
    Total Technology     6,103,170
    Industrial – 1.7%      
    Dispatch Terra Acquisition LLC      
    9.79% (3 Month Term SOFR + 4.25%, Rate Floor: 4.25%) due 03/27/28 1,124,125   1,053,867
    Arcline FM Holdings LLC      
    10.40% (3 Month Term SOFR + 4.75%, Rate Floor: 4.75%) due 06/23/28 959,038   942,974
    Level 3 Financing, Inc.      
    7.21% (1 Month Term SOFR + 1.75%, Rate Floor: 1.75%) due 03/01/27 1,000,000   940,000
    CapStone Acquisition Holdings, Inc.      
    10.20% (1 Month Term SOFR + 4.75%, Rate Floor: 4.75%) due 11/12/27††† 931,966   926,725
    Aegion Corp.      
    10.39% (3 Month Term SOFR + 4.75%, Rate Floor: 4.75%) due 05/17/28 588,174   580,828
    Merlin Buyer, Inc.      
    9.35% (1 Month Term SOFR + 4.00%, Rate Floor: 4.00%) due 12/14/28 575,189   565,123
    Merlin Buyer, Inc.      
    due 12/14/28††† 300,000   294,000
    TK Elevator Midco GmbH      
    6.85% (1 Month EURIBOR + 3.00%, Rate Floor: 3.00%) due 01/29/27††† EUR 274,012   282,195
    Integrated Power Services Holdings, Inc.      
    9.96% (1 Month Term SOFR + 4.50%, Rate Floor: 4.50%) due 11/22/28††† 196,669   195,270
    ILPEA Parent, Inc.      
    9.96% (1 Month Term SOFR + 4.50%, Rate Floor: 4.50%) due 06/22/28††† 127,173   124,629
    Total Industrial     5,905,611
    Communications – 0.6%      
    FirstDigital Communications LLC      
    9.71% (1 Month Term SOFR + 4.25%, Rate Floor: 4.25%) due 12/17/26††† 1,250,000   1,214,685
    Syndigo LLC      
    9.96% (1 Month Term SOFR + 4.50%, Rate Floor: 4.50%) due 12/15/27††† 929,590   897,055
    Total Communications     2,111,740
    Financial – 0.6%      
    Citadel Securities, LP      
    7.96% (1 Month Term SOFR + 2.50%, Rate Floor: 2.50%) due 07/29/30 987,399   986,865
    Eisner Advisory Group      
    10.71% (1 Month Term SOFR + 5.25%, Rate Floor: 5.25%) due 07/28/28 711,669   710,339
    HighTower Holding LLC      
    9.64% (3 Month Term SOFR + 4.00%, Rate Floor: 4.00%) due 04/21/28 348,128   346,099
    Total Financial     2,043,303
    Utilities – 0.0%      
    Oregon Clean Energy LLC      
    9.24% (3 Month Term SOFR + 3.75%, Rate Floor: 3.75%) due 03/01/26 79,386   78,096

     

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 43

     
     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

     

           
      Face    
      Amount~   Value
    SENIOR FLOATING RATE INTERESTS††,◊ – 9.3% (continued)      
    Total Senior Floating Rate Interests      
    (Cost $34,481,531)   $ 33,376,419
    COLLATERALIZED MORTGAGE OBLIGATIONS†† – 3.4%      
    Government Agency – 2.4%      
    Freddie Mac      
    3.00% due 08/01/527 2,930,298   2,490,280
    3.00% due 06/01/527 2,913,706   2,471,939
    Uniform MBS 30 Year      
    due 09/14/5314 4,411,764   3,719,346
    Total Government Agency     8,681,565
    Residential Mortgage-Backed Securities – 0.9%      
    Imperial Fund Mortgage Trust      
    2022-NQM2, 4.20% (WAC) due 03/25/67◊,2 1,972,124   1,719,893
    GCAT Trust      
    2022-NQM5, 5.71% due 08/25/672,4 537,125   521,485
    OBX Trust      
    2022-NQM8, 6.10% due 09/25/622,4 434,755   425,096
    CFMT LLC      
    2022-HB9, 3.25% (WAC) due 09/25/37◊,9 500,000   418,803
    Total Residential Mortgage-Backed Securities     3,085,277
    Military Housing – 0.1%      
    Freddie Mac Military Housing Bonds Resecuritization Trust Certificates      
    2015-R1, 0.70% (WAC) due 11/25/55◊,2,13 6,787,122   427,407
    2015-R1, 5.94% (WAC) due 11/25/52◊,9 84,762   73,758
    Total Military Housing     501,165
    Total Collateralized Mortgage Obligations      
    (Cost $12,486,511)     12,268,007
    FOREIGN GOVERNMENT DEBT†† – 0.2%      
    Panama Government International Bond      
    4.50% due 01/19/63 1,250,000   767,983
    Total Foreign Government Debt      
    (Cost $1,242,317)     767,983
      Notional    
      Value    
    OTC OPTIONS PURCHASED†† – 0.0%      
    Call Options on:      
    Interest Rate Options      
    Goldman Sachs International      
    10Y-2Y SOFR CMS CAP Expiring June 2024 with strike price of $0.10 USD 10,800,000   19,296
    Morgan Stanley Capital Services LLC      
    10Y-2Y SOFR CMS CAP Expiring June 2024 with strike price of $0.10 USD 10,400,000   18,581
    Barclays Bank plc      
    10Y-2Y SOFR CMS CAP Expiring June 2024 with strike price of $0.10 USD 10,300,000   18,403

     

    44 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

    SCHEDULE OF INVESTMENTS (Unaudited) continued   November 30, 2023
     
      Notional  
      Value Value
    OTC OPTIONS PURCHASED†† – 0.0% (continued)      
    Bank of America, N.A.      
    10Y-2Y SOFR CMS CAP Expiring June 2024 with strike price of $0.10 USD 5,200,000 $9,291
    Goldman Sachs International      
    10Y-2Y SOFR CMS CAP Expiring December 2023 with strike price of $0.20 USD 10,800,000 396
    Morgan Stanley Capital Services LLC      
    10Y-2Y SOFR CMS CAP Expiring December 2023 with strike price of $0.10 USD 10,400,000 381
    Barclays Bank plc      
    10Y-2Y SOFR CMS CAP Expiring December 2023 with strike price of $0.20 USD 10,400,000 381
    Bank of America, N.A.      
    10Y-2Y SOFR CMS CAP Expiring December 2023 with strike price of $0.20 USD 5,100,000 187
    Total OTC Options Purchased      
    (Cost $313,757)   66,916
    Total Investments – 139.0%      
    (Cost $570,726,146) $ 497,675,824
    Other Assets & Liabilities, net – (39.0)% (139,600,114)
    Total Net Assets – 100.0% $ 358,075,710

     

    Centrally Cleared Credit Default Swap Agreements Protection Purchased††              

     

          Protection           Upfront  
          Premium Payment Maturity Notional   Premiums Unrealized
    Counterparty Exchange Index Rate Frequency Date Amount  Value Received Depreciation**
    J.P. Morgan                  
    Securities LLC ICE ITRAXX.EUR.38.V1 1.00% Quarterly 12/20/27  EUR 4,400,000 $(81,663) $(33,072) $(48,591)

     

     

                           
    Forward Foreign Currency Exchange Contracts††                    
                Unrealized  
        Contract Settlement   Appreciation  
    Counterparty Currency Type Quantity   Amount Date   (Depreciation)  
    Barclays Bank plc EUR Sell 32,000   35,060 USD 12/18/23     $200  
    JPMorgan Chase Bank, N.A. EUR Sell 2,510,000   2,733,285 USD 12/18/23     (1,004 )
    Bank of America, N.A. CAD Sell 935,000   682,963 USD 12/18/23     (6,509 )
    JPMorgan Chase Bank, N.A. GBP Sell 2,952,000   3,690,692 USD 12/18/23     (36,313 )
            $(43,626 )

     

    ~The face amount is denominated in U.S. dollars unless otherwise indicated.
    *Non-income producing security.
    **Includes cumulative appreciation (depreciation). Variation margin is reported within the Statement of Assets and Liabilities.
    †Value determined based on Level 1 inputs, unless otherwise noted — See Note 6.
    ††Value determined based on Level 2 inputs, unless otherwise noted — See Note 6.
    †††Value determined based on Level 3 inputs — See Note 6.

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 45

     
     

     

     

       
    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

     

    ◊Variable rate security. Rate indicated is the rate effective at November 30, 2023. In some instances, the effective rate is limited by a minimum rate floor or a maximum rate cap established by the issuer. The settlement status of a position may also impact the effective rate indicated. In some cases, a position may be unsettled at period end and may not have a stated effective rate. In instances where multiple underlying reference rates and spread amounts are shown, the effective rate is based on a weighted average.
    1Affiliated issuer.
    2Security is a 144A or Section 4(a)(2) security. These securities have been determined to be liquid under guidelines established by the Board of Trustees. The total market value of 144A or Section 4(a) (2) securities is $92,016,924 (cost $102,353,536), or 25.7% of total net assets.
    3Security has a fixed rate coupon which will convert to a floating or variable rate coupon on a future date.
    4Security is a step up/down bond. The coupon increases or decreases at regular intervals until the bond reaches full maturity. Rate indicated is the rate at November 30, 2023. See table below for additional step information for each security.
    5Special Purpose Acquisition Company (SPAC).
    6Rate indicated is the 7-day yield as of November 30, 2023.
    7All or a portion of these securities have been physically segregated in connection with borrowings, unfunded loan commitments, and reverse repurchase agreements. As of November 30, 2023, the total value of securities segregated was $152,359,198.
    8Zero coupon rate security.
    9Security is a 144A or Section 4(a)(2) security. These securities have been determined to be illiquid and restricted under guidelines established by the Board of Trustees. The total market value of 144A or Section 4(a)(2) illiquid and restricted securities is $6,373,360 (cost $7,701,346), or 1.8% of total net assets — See Note 12.
    10Perpetual maturity.
    11Security is in default of interest and/or principal obligations.
    12Payment-in-kind security.
    13Security is an interest-only strip.
    14Security is unsettled at period end and does not have a stated effective rate.
    15Taxable municipal bond issued as part of the Build America Bond program.

     

    CAD — Canadian Dollar

    CMS — Constant Maturity Swap

    EUR — Euro

    EURIBOR — European Interbank Offered Rate

    GBP — British Pound

    ICE — Intercontinental Exchange

    ITRAXX.EUR.38.V1 — iTraxx Europe Series 38 Index Version 1

    plc — Public Limited Company

    SARL — Société à Responsabilité Limitée

    SOFR — Secured Overnight Financing Rate

    SONIA — Sterling Overnight Index Average

    WAC — Weighted Average Coupon

    See Sector Classification in Other Information section.

    See notes to financial statements.

     

    46 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

      

       
    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

     

    The following table summarizes the inputs used to value the Trust’s investments at November 30, 2023 (See Note 6 in the Notes to Financial Statements):

                     
            Level 2   Level 3    
            Significant   Significant    
        Level 1   Observable   Unobservable    
    Investments in Securities (Assets)   Quoted Prices   Inputs   Inputs   Total
    Common Stocks $ 31,322 $ — $ 21,677 $ 52,999
    Preferred Stocks   —   7,288,211   79,079   7,367,290
    Warrants   993   —   2   995
    Closed-End Mutual Funds   39,452,952   —   —   39,452,952
    Money Market Funds   4,750,555   —   —   4,750,555
    Municipal Bonds   —   246,102,773   —   246,102,773
    Corporate Bonds   —   105,796,131   6,909,900   112,706,031
    Asset-Backed Securities   —   26,621,084   14,141,820   40,762,904
    Senior Floating Rate Interests   —   21,828,525   11,547,894   33,376,419
    Collateralized Mortgage Obligations   —   12,268,007   —   12,268,007
    Foreign Government Debt   —   767,983   —   767,983
    Options Purchased   —   66,916   —   66,916
    Forward Foreign Currency Exchange Contracts**   —   200   —   200
    Total Assets $ 44,235,822 $ 420,739,830 $ 32,700,372 $ 497,676,024
                     
            Level 2   Level 3    
            Significant   Significant    
        Level 1   Observable   Unobservable    
    Investments in Securities (Liabilities)   Quoted Prices   Inputs   Inputs   Total
    Credit Default Swap Agreements** $ — $ 48,591 $ — $ 48,591
    Forward Foreign Currency Exchange Contracts**   —   43,826   —   43,826
    Unfunded Loan Commitments (Note 11)   —   —   63,305   63,305
    Total Liabilities $ — $ 92,417 $ 63,305 $ 155,722

     

    ** This derivative is reported as unrealized appreciation/depreciation at period end.

    Please refer to the detailed Schedule of Investments for a breakdown of investment type by industry category.

    The Trust may hold assets and/or liabilities in which the fair value approximates the carrying amount for financial statement purposes. As of the period end, reverse repurchase agreements of $140,564,305 are categorized as Level 2 within the disclosure hierarchy — See Note 7.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 47

     
     

      

       
    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

     

    The following is a summary of significant unobservable inputs used in the fair valuation of assets and liabilities categorized within Level 3 of the fair value hierarchy:

                     
          Ending Balance at Valuation Unobservable Input Weighted  
    Category November 30, 2023 Technique Inputs Range Average*  
    Assets:                
    Asset-Backed Securities   $ 9,019,356 Yield Analysis Yield 6.7%-7.3% 7.2 %
    Asset-Backed Securities     4,472,464 Option adjusted spread Broker Quote — —  
            off prior month end
            broker quote        
    Asset-Backed Securities     650,000 Model Price Purchase Price — —  
    Common Stocks     19,992 Enterprise Value Valuation Multiple 2.9x-8.2x 3.2 x
    Common Stocks     1,677 Model Price Liquidation Value — —  
    Common Stocks     8 Third Party Pricing Trade Price — —  
    Corporate Bonds     3,356,711 Third Party Pricing Vendor Price — —  
    Corporate Bonds     2,410,067 Option adjusted spread Broker Quote — —  
            off prior month end
            broker quote        
    Corporate Bonds     1,143,122 Third Party Pricing Broker Quote — —  
    Preferred Stocks     79,077 Enterprise Value Valuation Multiple 5.1x —  
    Preferred Stocks     2 Third Party Pricing Vendor Price — —  
    Senior Floating Rate Interests   7,602,952 Yield Analysis Yield 10.3%-13.5% 11.9 %
    Senior Floating Rate Interests   2,176,329 Model Price Purchase Price — —  
    Senior Floating Rate Interests   1,474,613 Third Party Pricing Broker Quote — —  
    Senior Floating Rate Interests   294,000 Third Party Pricing Trade Price — —  
    Warrants     2 Model Price Liquidation Value — —  
    Total Assets   $ 32,700,372          
    Liabilities:                
    Unfunded Loan Commitments $ 63,305 Model Price Purchase Price — —  
    * Inputs are weighted by the fair value of the instruments.        

     

    Significant changes in a quote, yield, liquidation value or valuation multiple would generally result in significant changes in the fair value of the security.

    The Trust’s fair valuation leveling guidelines classify a single daily broker quote, or a vendor price based on a single daily or monthly broker quote, as Level 3, if such a quote or price cannot be supported with other available market information.

    Transfers between Level 2 and Level 3 may occur as markets fluctuate and/or the availability of data used in an investment’s valuation changes. For the period ended November 30, 2023, the Trust had securities with a total value of $5,632,227 transfer into Level 3 from Level 2 due to a lack of observable inputs and had securities with a total value of $4,130,514 transfer out of Level 3 into Level 2 due to the availability of current and reliable market-based data provided by a third-party pricing service which utilizes significant observable inputs.

     

    48 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    SCHEDULE OF INVESTMENTS (Unaudited) continued November 30, 2023

     

    Summary of Fair Value Level 3 Activity

    Following is a reconciliation of Level 3 assets for which significant unobservable inputs were used to determine fair value for the period ended November 30, 2023:

                    Assets                         Liabilities  
      Asset -           Senior                         Unfunded  
        Backed     Corporate     Floating Rate         Common     Preferred   Total     Loan  
        Securities     Bonds     Interests     Warrants   Stocks     Stocks   Assets     Commitments  
    Beginning Balance $ 8,750,965   $ 783,421   $ 14,301,312   $ 2 $ 25,554   $ 70,186 $ 23,931,440   $ (98,344 )
    Purchases/(Receipts)   5,875,423     1,650,000     1,576,710     —   —     —   9,102,133     (86,969 )
    (Sales, maturities and                                            
    paydowns) /Fundings   (180,113 )   —     (1,494,485 )   —   —     —   (1,674,598 )   112,772  
    Amortization of premiums/                                            
    discounts   —     —     51,155     —   —     —   51,155     —  
    Total realized gains (losses)                                            
    included in earnings   (3,924 )   —     (78,007 )   —   —     —   (81,931 )   11,915  
    Total change in unrealized                                            
    appreciation (depreciation)                                            
    included in earnings   (300,531 )   (22,871 )   188,848     —   (3,877 )   8,891   (129,540 )   (2,679 )
    Transfers into Level 3   —     4,499,350     1,132,875     —   —     2   5,632,227     —  
    Transfers out of Level 3   —     —     (4,130,514 )   —   —     —   (4,130,514 )   —  
    Ending Balance $ 14,141,820   $ 6,909,900   $ 11,547,894   $ 2 $ 21,677   $ 79,079 $ 32,700,372   $ (63,305 )
    Net change in unrealized                                            
    appreciation (depreciation)                                            
    for investments in Level 3                                            
    securities still held at                                            
    November 30, 2023 $ (300,531 ) $ (22,871 ) $ 50,858   $ — $ (3,877 ) $ 8,891 $ (267,530 ) $ (3,604 )

     

    Step Coupon Bonds

    The following table discloses additional information related to step coupon bonds held by the Trust. Certain securities are subject to multiple rate changes prior to maturity. For those securities, a range of rates and corresponding dates have been provided. Rates for all step coupon bonds held by the Trust are scheduled to increase, except GAIA Aviation Ltd. which is scheduled to decrease.

           
      Coupon Rate    
      at Next   Next Rate
    Name Reset Date   Reset Date
    GAIA Aviation Ltd. 2019-1, 3.97% due 12/15/44 2.00 % 11/15/26
    GCAT Trust 2022-NQM5, 5.71% due 08/25/67 6.71 % 10/01/26
    OBX Trust 2022-NQM8, 6.10% due 09/25/62 7.10 % 10/01/26

     

    Affiliated Transactions

    Investments representing 5% or more of the outstanding voting shares of a company, or control of or by, or common control under Guggenheim Investments, result in that company being considered an affiliated issuer.

    Transactions during the period ended November 30, 2023, in which the company is an affiliated issuer, were as follows:

     

                  Change in        
              Realized   Unrealized        
        Value     Gain   Appreciation     Value Shares
    Security Name   05/31/23 Additions Reductions (Loss)   (Depreciation)     11/30/23 11/30/23
    Common Stocks                      
    BP Holdco LLC* $ 20,062 $ — $ — $ — $ (1,130 ) $ 18,932 15,619
    * Non-income producing security.                  

     

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 49

     
     

     

     

             
    STATEMENT OF ASSETS AND LIABILITIES (Unaudited) November 30, 2023
     
    ASSETS:      
    Investments in unaffiliated issuers, at value (cost $570,720,631) $ 497,656,892
    Investments in affiliated issuers, at value (cost $5,515)   18,932
    Foreign currency, at value 12,334
    Cash 66,822
    Segregated cash due from broker 89,385
    Unrealized appreciation on forward foreign currency exchange contracts 200
    Prepaid expenses 13,753
    Receivables:      
      Interest 5,924,621
      Investments sold 751,011
      Fund shares sold 185,122
      Dividends 81,106
      Tax reclaims 7,842
      Variation margin on credit default swap agreements 3,060
    Total assets 504,811,080
    LIABILITIES:      
    Reverse repurchase agreements (Note 7) 140,564,305
    Unfunded loan commitments, at value (Note 11)      
      (commitment fees received $85,659) 63,305
    Unamortized upfront premiums received on credit default swap agreements 33,072
    Unrealized depreciation on forward foreign currency exchange contracts 43,826
    Interest due on borrowings 34,095
    Payable for:      
      Investments purchased 5,345,187
      Professional fees 241,827
      Investment advisory fees 240,928
      Offering costs 49,713
      Trustees’ fees and expenses* 14,050
      Protection fees on credit default swap agreements 9,580
    Other liabilities 95,482
    Total liabilities 146,735,370
    NET ASSETS $ 358,075,710
    NET ASSETS CONSIST OF:      
    Common stock, $0.01 par value per share; unlimited number of shares    
      authorized, 23,509,549 shares issued and outstanding $ 235,095
    Additional paid-in capital 444,849,762
    Total distributable earnings (loss) (87,009,147)
    NET ASSETS $ 358,075,710
    Shares outstanding ($0.01 par value with unlimited amount authorized) 23,509,549
    Net asset value $ 15.23

     

    * Relates to Trustees not deemed “interested persons” within the meaning of Section 2(a)(19) of the 1940 Act.

     

    See notes to financial statements.

     

    50 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

           
    STATEMENT OF OPERATIONS (Unaudited) November 30, 2023
    For the Six Months Ended November 30, 2023    

     

    INVESTMENT INCOME:

       
    Interest from securities of unaffiliated issuers $ 14,317,656
    Dividends from securities of unaffiliated issuers 1,288,705
      Total investment income 15,606,361
    EXPENSES:    
    Interest expense 3,888,216
    Investment advisory fees 1,458,028
    Professional fees 463,986
    Fund accounting fees 60,738
    Administration fees 56,104
    Printing fees 37,332
    Trustees’ fees and expenses* 33,277
    Custodian fees 19,625
    Insurance 13,903
    Registration and filing fees 11,895
    Transfer agent fees 10,134
    Miscellaneous 7,565
      Total expenses 6,060,803
    Net investment income 9,545,558
    NET REALIZED AND UNREALIZED GAIN (LOSS):    
    Net realized gain (loss) on:    
      Investments in unaffiliated issuers (2,239,373)
      Swap agreements (20,040)
      Options purchased (14,496)
      Forward foreign currency exchange contracts 41,761
      Foreign currency transactions (145,006)
    Net realized loss (2,377,154)
    Net change in unrealized appreciation (depreciation) on:    
      Investments in unaffiliated issuers (7,488,380)
      Investments in affiliated issuers (1,130)
      Swap agreements (39,174)
      Options purchased (149,961)
      Forward foreign currency exchange contracts (65,573)
      Foreign currency translations 210
    Net change in unrealized appreciation (depreciation) (7,744,008)
    Net realized and unrealized loss (10,121,162)
    Net decrease in net assets resulting from operations $ (575,604)

     

    * Relates to Trustees not deemed “interested persons” within the meaning of Section 2(a)(19) of the 1940 Act.

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 51

     
     

     

     

       
    STATEMENTS OF CHANGES IN NET ASSETS November 30, 2023

     

                 
        Six Months Ended        
        November 30, 2023     Year Ended  
        (Unaudited)     May 31, 2023  
    INCREASE (DECREASE) IN NET ASSETS FROM OPERATIONS:            
    Net investment income $ 9,545,558   $ 20,548,712  
    Net realized loss on investments   (2,377,154 )   (3,856,986 )
    Net change in unrealized appreciation (depreciation)            
    on investments   (7,744,008 )   (35,081,283 )
    Net decrease in net assets resulting from operations   (575,604 )   (18,389,557 )
    DISTRIBUTIONS:            
    Distributions to shareholders   (17,487,074 )   (20,436,420 )
    Return of capital   —*     (13,351,040 )
    Total distributions   (17,487,074 )   (33,787,460 )
    SHAREHOLDER TRANSACTIONS:            
    Net proceeds from shares issued through at-the-market offering   7,632,230     17,733,096  
    Capital contribution from adviser   —     29,557  
    Reinvestments of distributions   583,138     1,369,554  
    Common shares offering cost charged to paid-in-capital   (46,491 )   (108,019 )
    Net increase in net assets resulting from shareholder transactions   8,168,877     19,024,188  
    Net decrease in net assets   (9,893,801 )   (33,152,829 )
    NET ASSETS:            
    Beginning of period   367,969,511     401,122,340  
    End of period $ 358,075,710   $ 367,969,511  

     

     

    * A portion of the distributions to shareholders may be deemed a return of capital at fiscal year-end.

    See notes to financial statements.

     

    52 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

               
    STATEMENT OF CASH FLOWS (Unaudited)   November 30, 2023  
     
    For the Six Months Ended November 30, 2023        
    Cash Flows from Operating Activities:        
    Net decrease in net assets resulting from operations   $ (575,604 )
    Adjustments to Reconcile Net Decrease in Net Assets Resulting from Operations to      
    Net Cash Used in Operating Activities:        
      Net change in unrealized (appreciation) depreciation on investments 7,489,510  
      Net change in unrealized (appreciation) depreciation on options purchased 149,961  
      Net change in unrealized (appreciation) depreciation on forward      
    foreign currency exchange contracts 65,573  
      Net realized loss on investments 2,239,373  
      Net realized loss on options purchased 14,496  
      Purchase of long-term investments (31,370,184 )
      Proceeds from sale of long-term investments 15,726,007  
      Net purchases of short-term investments (2,083,478 )
      Net accretion of discount and amortization of premium (385,726 )
      Corporate actions and other payments 10,508  
      Commitment fees received and repayments of unfunded commitments (30,368 )
      Increase in interest receivable (147,691 )
      Increase in dividends receivable (3,621 )
      Increase investments sold receivable (671,711 )
      Decrease in variation margin on credit default swap agreements receivable 343  
      Increase in prepaid expenses (11,479 )
      Increase in tax reclaims receivable (4,350 )
      Increase in investments purchased payable 5,235,816  
      Increase in interest due on borrowings 20,831  
      Increase in professional fees payable 90,970  
      Decrease in unamortized upfront premiums received on credit default swap agreements (4,144 )
      Decrease in investment advisory fees payable (11,877 )
      Decrease in trustees’ fees and expenses payable* (4,951 )
      Increase in protection fees on credit default swap agreements payable 43  
      Increase in other liabilities 25,825  
    Net Cash Used in Operating Activities   $ (4,235,928 )

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 53

     
     

      

    STATEMENT OF CASH FLOWS (Unaudited) continued   November 30, 2023  
     
    Cash Flows From Financing Activities:          
    Distributions to common shareholders $ (16,903,936 )
    Proceeds from the issuance of common shares 7,480,677  
    Proceeds from reverse repurchase agreements 179,017,219  
    Payments made on reverse repurchase agreements (165,505,148 )
    Offering costs in connection with the issuance of common shares (2,500 )
    Net Cash Provided by Financing Activities   $ 4,086,312  
    Net decrease in cash (149,616 )
    Cash at Beginning of Period (including foreign currency)** 318,157  
    Cash at End of Period (including foreign currency and restricted cash)***   $ 168,541  
    Supplemental Disclosure of Cash Flow Information:          
    Cash paid during the year for interest   $ 6,316,032  
    Supplemental Disclosure of Non Operating Activity: Dividend reinvestment   $ 583,138  

     

    *Relates to Trustees not deemed “interested persons” within the meaning of Section 2(a)(19) of the 1940 Act.
    **Includes $104,622 of segregated cash for swap agreements from broker and $57,279 of foreign currency.
    ***Includes $89,385 of segregated cash for swap agreements from broker and $12,334 of foreign currency.

    See notes to financial statements.

     

    54 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    FINANCIAL HIGHLIGHTS November 30, 2023

     

    The information in this table for the fiscal years ended 2023, 2022, 2021, 2020, and 2019 is derived from the Trust’s financial statements and has been audited.

                                             
        Six Months Ended                                    
        November 30, 2023   Year Ended   Year Ended   Year Ended     Year Ended     Year Ended  
        (Unaudited) May 31, 2023 May 31, 2022   May 31, 2021     May 31, 2020     May 31, 2019  
     
    Per Share Data:                                        
    Net asset value, beginning of period $ 16.01   $ 18.35   $   22.80   $   22.09   $ 22.71   $ 22.69  
    Income from investment operations:                                        
    Net investment income(a)   0.41     0.92       1.21       1.19     1.27     1.30  
    Net gain (loss) on investments (realized and unrealized)   (0.44 )   (1.75 )     (4.15 )     1.03     (0.38 )   0.23  
    Total from investment operations   (0.03 )   (0.83 )     (2.94 )     2.22     0.89     1.53  
    Less distributions from:                                        
    Net investment income   (0.75 )   (0.91 )     (1.32 )     (1.38 )   (1.51 )   (1.43 )
    Capital gains   —     —       (0.03 )     (0.13 )   —     (0.08 )
    Return of capital   —     (0.60 )     (0.16 )     (0.00 )*   —     —  
    Total distributions to shareholders   (0.75 )   (1.51 )     (1.51 )     (1.51 )   (1.51 )   (1.51 )
    Net asset value, end of period $ 15.23   $ 16.01   $   18.35   $   22.80   $ 22.09   $ 22.71  
    Market value, end of period $ 15.65   $ 16.32   $   19.45   $   24.22   $ 23.20   $ 23.38  
    Total Return(b)                                        
    Net asset value   (0.08 %)   (4.39 %)(g) (13.81 %)(i) 10.30 %   3.86 %   7.11 %
    Market value   0.74 %   (8.10 %)     (13.96 %)     11.43 %   6.03 %   16.81 %
    Ratios/Supplemental Data:                                        
    Net assets, end of period (in thousands) $ 358,076   $ 367,970   $   401,122   $   472,691   $ 414,168   $ 395,716  
    Ratio to average net assets of:                                        
    Total expenses, including interest expense(c),(e)   3.41 %(f)   2.63 %     1.34 %     1.27 %   1.65 %   1.68 %
    Net investment income, including interest expense   5.38 %(f)   5.51 %     5.52 %     5.22 %   5.61 %   5.82 %
    Portfolio turnover rate   3 %   10 %     36 %     33 %   25 %   6 %
    Senior Indebtedness                                        
    Borrowings - committed facility agreement (in thousands)(h) $ 140,564   $ 127,052   $   —   $   97,360   $ 10,510   $ 44,510  
    Asset Coverage per $1,000 of indebtedness(d) $ 3,547   $ 3,896   $   —   $   5,855   $ 40,409   $ 9,891  

     

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 55

     
     

      

    FINANCIAL HIGHLIGHTS continued November 30, 2023

     

                                   
        Year Ended     Year Ended     Year Ended     Year Ended     Year Ended  
        May 31, 2018     May 31, 2017     May 31, 2016     May 31, 2015     May 31, 2014  
     
    Per Share Data:                              
    Net asset value, beginning of period $ 23.30   $ 23.30   $ 23.35   $ 23.26   $ 23.61  
    Income from investment operations:                              
    Net investment income(a)   1.48     1.59     1.48     1.48     1.63  
    Net gain (loss) on investments (realized and unrealized)   (0.58 )   (0.04 )   0.13     0.27     (0.32 )
    Total from investment operations   0.90     1.55     1.61     1.75     1.31  
    Less distributions from:                              
    Net investment income   (1.35 )   (1.55 )   (1.64 )   (1.48 )   (1.60 )
    Capital gains   (0.16 )   —     (0.02 )   (0.18 )   (0.06 )
    Return of capital   —     —     —     —     —  
    Total distributions to shareholders   (1.51 )   (1.55 )   (1.66 )   (1.66 )   (1.66 )
    Net asset value, end of period $ 22.69   $ 23.30   $ 23.30   $ 23.35   $ 23.26  
    Market value, end of period $ 21.44   $ 23.23   $ 22.28   $ 21.64   $ 21.69  
    Total Return(b)                              
    Net asset value   3.93 %   6.81 %   7.25 %   7.64 %   6.15 %
    Market value   (1.23 %)   11.62 %   10.95 %   7.52 %   3.54 %
    Ratios/Supplemental Data:                              
    Net assets, end of period (in thousands) $ 395,221   $ 405,780   $ 405,820   $ 406,668   $ 405,039  
    Ratio to average net assets of:                              
    Total expenses, including interest expense(c),(e)   1.65 %   1.54 %   1.38 %   1.32 %   1.35 %
    Net investment income, including interest expense   6.42 %   6.80 %   6.47 %   6.26 %   7.37 %
    Portfolio turnover rate   8 %   6 %   7 %   11 %   10 %
    Senior Indebtedness                              
    Borrowings - committed facility agreement (in thousands) $ 44,510   $ 47,509   $ 61,710   $ 35,510   $ 30,964  
    Asset coverage per $1,000 of borrowings(d) $ 9,879   $ 9,541   $ 7,576   $ 12,452   $ 14,081  

     

    See notes to financial statements.

     

    56 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    FINANCIAL HIGHLIGHTS continued November 30, 2023

     

    (a)Based on average shares outstanding.
    (b)Total return is calculated assuming a purchase of a common share at the beginning of the period and a sale on the last day of the period reported either at net asset value (“NAV”) or market price per share. Dividends and distributions are assumed to be reinvested at NAV for NAV returns or the prices obtained under the Trust’s Dividend Reinvestment Plan for market value returns. Total return does not reflect brokerage commissions. A return calculated for a period of less than one year is not annualized.
    (c)Excluding interest expense, the operating expense ratios for the period ended November 30, 2023 and the years ended May 31, would be:
                                               
    November 30, 2023                                          
    (Unaudited)(f)   2023   2022   2021   2020   2019   2018   2017   2016   2015   2014  
    1.22% 1.13% 1.04% 1.01% 0.96% 0.95% 0.99% 1.00% 0.99% 1.02% 1.02%

     

    (d)Calculated by subtracting the Trust’s total liabilities (not including the borrowings) from the Trust’s total assets and dividing by the borrowings. Effective August 19, 2022, the Trust’s obligations under reverse repurchase agreement transactions are treated as senior securities representing indebtedness for purposes of the 1940 Act. Accordingly, for the period ended November 30, 2023 and the year ended May 31, 2023, Asset Coverage is calculated by subtracting the Trust’s total liabilities (not including the borrowings or reverse repurchase agreements) from the Trust’s total assets and dividing by the sum of the borrowings and reverse repurchase agreements.
    (e)The ratios of total expenses to average net assets applicable to common shares do not reflect fees and expenses incurred indirectly by the Trust as a result of its investment in shares of other investment companies. If these fees were included in the expense ratios, for the period ended November 30, 2023 and the years ended May 31,the expense ratios would increase by:
                                               
    November 30, 2023                                          
    (Unaudited)(f)   2023   2022   2021   2020   2019   2018   2017   2016   2015   2014  
    0.35% 0.31% 0.20% 0.26% 0.32% 0.00% 0.00% 0.00% 0.00% 0.00% 0.00%

     

    (f)Annualized.
    (g)The net increase from payments by affiliates totaling $29,557 relating to an operational issue contributed 0.01% to total return at net asset value for the year ended May 31, 2023.
    (h)Effective August 19, 2022, the Trust’s obligations under reverse repurchase agreement transactions are treated as senior securities representing indebtedness for purposes of the 1940 Act.
    (i)The net increase from the payment by the Adviser totaling $383,226 relating to an operational issue contributed 0.08% to total return at net asset value for the year ended May 31, 2022.

      

    * Less than (0.01) per share.

    See notes to financial statements.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 57

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) November 30, 2023

     

    Note 1 – Organization

    Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust (the “Trust”) was organized as a Delaware statutory trust on June 30, 2010. The Trust is registered as a diversified, closed-end management investment company under the Investment Company Act of 1940, as amended (the “1940 Act”).

    The Trust’s primary investment objective is to provide current income with a secondary objective of long-term capital appreciation. There can be no assurance that the Trust will achieve its investment objectives. The Trust’s investment objectives are considered fundamental and may not be changed without shareholder approval.

    Note 2 – Significant Accounting Policies

    The Trust operates as an investment company and, accordingly, follows the investment company accounting and reporting guidance of the Financial Accounting Standards Board (“FASB”) Accounting Standards Codification Topic 946 Financial Services – Investment Companies.

    The following significant accounting policies are in conformity with U.S. generally accepted accounting principles (“U.S. GAAP”) and are consistently followed by the Trust. This requires management to make estimates and assumptions that affect the reported amount of assets and liabilities, contingent assets and liabilities at the date of the financial statements, and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from these estimates. All time references are based on Eastern Time.

    (a) Valuation of Investments

    The Board of Trustees of the Trust (the “Board”) adopted policies and procedures for the valuation of the Trust’s investments (the “Fund Valuation Procedures”). The U.S. Securities and Exchange Commission (the “SEC”) adopted Rule 2a-5 under the 1940 Act (“Rule 2a-5”) which establishes requirements for determining fair value in good faith. Rule 2a-5 also defines “readily available market quotations” for purposes of the 1940 Act and establishes requirements for determining whether a fund must fair value a security in good faith.

    Pursuant to Rule 2a-5, the Board has designated Guggenheim Funds Investment Advisors, LLC (“GFIA” or the “Adviser”) as the valuation designee to perform fair valuation determinations for the Trust with respect to all Trust investments and other assets. As the Trust’s valuation designee pursuant to Rule 2a-5, the Adviser has adopted separate procedures (the “Valuation Designee Procedures” and collectively with the Fund Valuation Procedures, the “Valuation Procedures”) reasonably designed to prevent violations of the requirements of Rule 2a-5 and Rule 31a-4. The Adviser, in its role as valuation designee, utilizes the assistance of a valuation committee, consisting of representatives from Guggenheim’s investment management, fund administration, legal and compliance departments (the “Valuation Committee”), in determining the fair value of the Trust’s securities and other assets.

    Valuations of the Trust’s securities and other assets are supplied primarily by pricing service providers appointed pursuant to the processes set forth in the Valuation Procedures. The Adviser, with the assistance of the Valuation Committee, convenes monthly, or more frequently as needed, to review the valuation of all assets which have been fair valued. The Adviser, consistent with the monitoring and review responsibilities set forth in the Valuation Procedures, regularly reviews the

     

    58 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    appropriateness of the inputs, methods, models and assumptions employed by the pricing service provider.

    If the pricing service provider cannot or does not provide a valuation for a particular investment or such valuation is deemed unreliable, such investment is fair valued by the Adviser.

    Equity securities listed or traded on a recognized U.S. securities exchange or the Nasdaq Stock Market (“NASDAQ”) will generally be valued on the basis of the last sale price on the primary U.S. exchange or market on which the security is listed or traded; provided, however, that securities listed on NASDAQ will be valued at the NASDAQ official closing price, which may not necessarily represent the last sale price.

    Open-end investment companies are valued at their net asset value (“NAV”) as of the close of business, on the valuation date. Exchange-traded funds and closed-end investment companies are generally valued at the last quoted sale price.

    Generally, trading in foreign securities markets is substantially completed each day at various times prior to the close of the New York Stock Exchange (“NYSE”). The values of foreign securities are determined as of the close of such foreign markets or the close of the NYSE, if earlier. All investments quoted in foreign currencies are valued in U.S. dollars on the basis of the foreign currency exchange rates prevailing at the close of U.S. business at 4:00 p.m. Investments in foreign securities may involve risks not present in domestic investments. The Adviser will determine the current value of such foreign securities by taking into consideration certain factors which may include the following factors, among others: the value of the securities traded on other foreign markets, American Depositary Receipts (“ADRs”) trading, closed-end fund trading, foreign currency exchange activity, and the trading prices of financial products that are tied to foreign securities. In addition, under the Valuation Procedures, the Adviser is authorized to use prices and other information supplied by a pricing service provider in valuing foreign securities.

    Commercial paper and discount notes with a maturity of greater than 60 days at acquisition are valued at prices that reflect broker-dealer supplied valuations or are obtained from pricing service providers, which may consider the trade activity, treasury spreads, yields or price of bonds of comparable quality, coupon, maturity, and type, as well as prices quoted by dealers who make markets in such securities. Commercial paper and discount notes with a maturity of 60 days or less at acquisition are valued at amortized cost, unless the Adviser concludes that amortized cost does not represent the fair value of the applicable asset in which case it will be valued using an independent pricing service provider.

    U.S. Government securities are valued by pricing service providers, using the last traded fill price, or at the reported bid price at the close of business.

    Typically, loans are valued using information provided by a pricing service provider which uses broker quotes, among other inputs. If the pricing service provider cannot or does not provide a valuation for a particular loan, or such valuation is deemed unreliable, such investment is valued based on a quote from a broker-dealer or is fair valued by the Adviser.

    Repurchase agreements are valued at amortized cost, provided such amounts approximate market value.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 59

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    Exchange-traded options are valued at the mean of the bid and ask prices on the principal exchange on which they are traded. Over-the-counter (“OTC”) options and options on swaps (“swaptions”) are valued using a price provided by a pricing service provider.

    Interest rate swap agreements entered into by the Trust are valued on the basis of the last sale price on the primary exchange on which the swap is traded. Other swap agreements entered into by the Trust are generally valued using an evaluated price provided by a pricing service provider.

    Forward foreign currency exchange contracts are valued daily based on the applicable exchange rate of the underlying currency.

    Investments for which market quotations are not readily available are fair valued as determined in good faith by the Adviser. Valuations in accordance with these methods are intended to reflect each security’s (or asset’s or liability’s) “fair value”. Each such determination is based on a consideration of all relevant factors, which are likely to vary from one pricing context to another. Examples of such factors may include, but are not limited to market prices; sale prices; broker quotes; and models which derive prices based on inputs such as prices of securities with comparable maturities and characteristics, or based on inputs such as anticipated cash flows or collateral, spread over U.S. Treasury securities, and other information analysis. In connection with futures contracts and other derivative instruments, such factors may include obtaining information as to how (a) these contracts and other derivative investments trade in the futures or other derivative markets, respectively, and (b) the securities underlying these contracts and other derivative investments trade in the cash market.

    (b) Investment Transactions and Investment Income

    Investment transactions are accounted for on the trade date. Realized gains and losses on investments are determined on the identified cost basis. Dividend income is recorded net of applicable withholding taxes on the ex-dividend date and interest income is recorded on an accrual basis. Discounts or premiums on debt securities purchased are accreted or amortized to interest income using the effective interest method. Interest income also includes paydown gains and losses on mortgage-backed and asset-backed securities, and senior and subordinated loans. Amendment fees are earned as compensation for evaluating and accepting changes to the original loan agreement.

    The Trust may receive other income from investments in senior loan interests, including amendment fees, consent fees and commitment fees. For funded loans, these fees are recorded as income when received by the Trust and included in interest income on the Trust’s Statement of Operations. For unfunded loans, commitment fees are included in realized gain on investments on the Trust’s Statement of Operations at the end of the commitment period.

    Income from residual collateralized loan obligations is recognized using the effective interest method. At the time of purchase, management estimates the future expected cash flows and determines the effective yield and estimated maturity date based on the estimated cash flows. Subsequent to the purchase, the estimated cash flows are updated periodically and a revised yield is calculated prospectively.

     

    60 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    (c) Senior Floating Rate Interests and Loan Investments

    Senior floating rate interests in which the Trust invests generally pay interest rates which are periodically adjusted by reference to a base short-term floating rate, plus a premium. These base lending rates are generally (i) the lending rate offered by one or more major European banks, (ii) the prime rate offered by one or more major United States banks, or (iii) the bank’s certificate of deposit rate. Senior floating rate interests often require prepayments from excess cash flows or permit the borrower to repay at its election. The rate at which the borrower repays cannot be predicted with accuracy. As a result, the actual remaining maturity may be substantially less than the stated maturities disclosed in the Trust’s Schedule of Investments.

    The Trust invests in loans and other similar debt obligations (“obligations”). A portion of the Trust’s investments in these obligations is sometimes referred to as “covenant lite” loans or obligations (“covenant lite obligations”), which are obligations that lack covenants or possess fewer or less restrictive covenants or constraints on borrowers than certain other types of obligations. The Trust may also obtain exposure to covenant lite obligations through investment in securitization vehicles and other structured products. Many loans and other similar debt obligations have not featured traditional covenants, which are intended to protect lenders and investors by (i) imposing certain restrictions or other limitations on a borrower’s operations or assets or (ii) providing certain rights to lenders. The Trust may have fewer rights with respect to covenant lite obligations, including fewer protections against the possibility of default and fewer remedies in the event of default. As a result, investments in (or exposure to) covenant lite obligations are subject to more risk than investments in (or exposure to) certain other types of obligations. The Trust is subject to other risks associated with investments in (or exposure to) obligations, including that obligations may not be considered “securities” under the federal securities laws and, as a result, the Trust may not be entitled to rely on the anti-fraud protections under the federal securities laws and instead may have to resort to state law and direct claims.

    (d) Interest on When-Issued Securities

    The Trust may purchase and sell interests in securities on a when-issued and delayed delivery basis, with payment and delivery scheduled for a future date. No income accrues to the Trust on such interests or securities in connection with such transactions prior to the date the Trust actually takes delivery of such interests or securities. These transactions are subject to market fluctuations and are subject to the risk that the value at delivery may be more or less than the trade date purchase price. Although the Trust will generally purchase these securities with the intention of acquiring such securities, it may sell such securities before the settlement date.

    (e) Currency Translations

    The accounting records of the Trust are maintained in U.S. dollars. All assets and liabilities initially expressed in foreign currencies are converted into U.S. dollars at prevailing exchange rates. Purchases and sales of investment securities, dividend and interest income, and certain expenses are translated at the rates of exchange prevailing on the respective dates of such transactions. Changes in the relationship of these foreign currencies to the U.S. dollar can significantly affect the value of the investments and earnings of the Trust. Foreign investments may also subject the Trust to foreign government exchange restrictions, expropriation, taxation, or other political, social, geopolitical or economic developments, all of which could affect the market and/or credit risk of the investments.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 61

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    The Trust does not isolate that portion of the results of operations resulting from changes in the foreign exchange rates on investments from the fluctuations arising from changes in the market prices of securities held. Such fluctuations are included with the net realized gain or loss and unrealized appreciation or depreciation on investments.

    Reported net realized foreign exchange gains and losses arise from sales of foreign currencies and currency gains or losses realized between the trade and settlement dates on investment transactions. Net unrealized appreciation and depreciation arise from changes in the fair values of assets and liabilities other than investments in securities at the fiscal period end, resulting from changes in exchange rates.

    (f) Forward Foreign Currency Exchange Contracts

    The change in value of a forward foreign currency exchange contract is recorded as unrealized appreciation or depreciation until the contract is closed. When the contract is closed, the Trust records a realized gain or loss equal to the difference between the value at the time the contract was opened and the value at the time it was closed.

    (g) Distributions to Shareholders

    The Trust intends to declare and pay monthly distributions to common shareholders. The Trust expects that distributions will generally consist of (i) investment company taxable income taxed as ordinary income, which includes, among other things, short-term capital gain and income from certain hedging and interest rate transactions, (ii) long-term capital gain and (iii) return of capital. Any net realized long-term capital gains are distributed annually to common shareholders. To the extent distributions exceed the amount of the Trust’s earnings and profit available for distribution, the excess will be deemed a return of capital. A return of capital is generally not taxable and would reduce the shareholder’s tax basis in its shares, which would reduce the loss (or increase the gain) on a subsequent taxable disposition by such shareholder of the shares, until such shareholder’s basis reaches zero at which point subsequent return of capital distributions would constitute taxable capital gain to such shareholder. Shareholders receiving a return of capital may be under the impression that they are receiving net investment income or profit when they are not.

    Distributions to shareholders are recorded on the ex-dividend date. The amount and timing of distributions are determined in accordance with U.S. federal income tax regulations, which may differ from U.S. GAAP.

    (h) Restricted Cash

    A portion of cash on hand relates to collateral received by the Trust for swap agreements. This amount is presented on the Trust’s Statement of Assets and Liabilities as segregated cash from broker.

    (i) Swap Agreements

    Swap agreements are marked-to-market daily and the change, if any, is recorded as unrealized appreciation or depreciation. Payments received or made as a result of an agreement or termination of an agreement are recognized as realized gains or losses.

    Upon entering into certain centrally-cleared swap transactions, the Trust is required to deposit with its clearing broker an amount of cash or securities as an initial margin. Subsequent variation margin

     

    62 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    receipts or payments are received or made by the Trust depending on fluctuations in the fair value of the reference entity and are recorded by the Trust as unrealized appreciation or depreciation. When the contract is closed, the Trust records a realized gain or loss equal to the difference between the value of the contract at the time it was opened and the value at the time it was closed.

    Upfront payments received or made by the Trust on credit default swap agreements and interest rate swap agreements are amortized over the expected life of the agreement. Periodic payments received or paid by the Trust are recorded as realized gains or losses. Payments received or made as a result of a credit event or termination of the contract are recognized, net of a proportional amount of the upfront payment, as realized gains or losses.

    (j) Options

    Upon the purchase of an option, the premium paid is recorded as an investment, the value of which is marked-to-market daily. If a purchased option expires, the Trust realizes a loss in the amount of the cost of the option. When the Trust enters into a closing sale transaction, it realizes a gain or loss depending on whether the proceeds from the closing sale transaction are greater or less than the cost of the option. If the Trust exercises a put option, it realizes a gain or loss from the sale of the underlying security and the proceeds from such sale will be decreased by the premium originally paid. When the Trust exercises a call option, the cost of the security purchased by the Trust upon exercise increases by the premium originally paid.

    When the Trust writes (sells) an option, an amount equal to the premium received is entered in that Trust’s accounting records as an asset and equivalent liability. The amount of the liability is subsequently marked-to-market to reflect the current value of the option written. When a written option expires, or if the Trust enters into a closing purchase transaction, it realizes a gain (or loss if the cost of a closing purchase transaction exceeds the premium received when the option was sold).

    (k) Indemnifications

    Under the Trust’s organizational documents, its Trustees and officers are indemnified against certain liabilities arising out of the performance of their duties to the Trust. In addition, throughout the normal course of business, the Trust enters into contracts that contain a variety of representations and warranties which provide general indemnifications. The Trust’s maximum exposure under these arrangements is unknown, as this would involve future claims that may be made against the Trust and/or its affiliates that have not yet occurred. However, based on experience, the Trust expects the risk of loss to be remote.

    (l) Special Purpose Acquisition Companies

    The Trust may acquire an interest in a special purpose acquisition company (“SPAC”) in an initial public offering or a secondary market transaction. SPAC investments carry many of the same risks as investments in initial public offering securities, such as erratic price movements, greater risk of loss, lack of information about the issuer, limited operating and little public or no trading history, and higher transaction costs. An investment in a SPAC is typically subject to a higher risk of dilution by additional later offerings of interests in the SPAC or by other investors exercising existing rights to purchase shares of the SPAC and interests in SPACs may be illiquid and/or be subject to restrictions on resale. A SPAC is a publicly traded company that raises investment capital for the purpose of acquiring the equity securities of one or more existing companies (or interests therein)

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 63

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    via merger, combination, acquisition or other similar transactions. Unless and until an acquisition is completed, a SPAC generally invests its assets (less a portion retained to cover expenses) in U.S. government securities, money market securities and cash and does not typically pay dividends in respect of its common stock. SPAC investments are also subject to the risk that a significant portion of the funds raised by the SPAC may be expended during the search for a target acquisition or merger and that the SPAC may have limited time in which to conduct due diligence on potential business combination targets. Because SPACs are in essence blank check companies without operating history or ongoing business other than seeking acquisitions, the value of their securities is particularly dependent on the ability of the entity’s management to identify and complete a profitable acquisition. Among other conflicts of interest, the economic interests of the management, directors, officers and related parties of a SPAC can differ from the economic interests of public shareholders, which may lead to conflicts as they evaluate, negotiate and recommend business combination transactions to shareholders. This risk may become more acute as the deadline for the completion of a business combination nears. There is no guarantee that the SPACs in which the Trust invests will complete an acquisition or that any acquisitions that are completed will be profitable.

    Note 3 – Derivatives

    As part of its investment strategy, the Trust utilizes a variety of derivative instruments. These investments involve, to varying degrees, elements of market risk and risks in excess of amounts recognized on the Trust’s Statement of Assets and Liabilities. Valuation and accounting treatment of these instruments can be found under Significant Accounting Policies in Note 2 of these Notes to Financial Statements.

    Derivatives are instruments whose values depend on, or are derived from, in whole or in part, the value of one or more other assets, such as securities, currencies, commodities or indices. Derivative instruments may be used to increase investment flexibility (including to maintain cash reserves while maintaining exposure to certain other assets), for risk management (hedging) purposes, to facilitate trading, to reduce transaction costs and to pursue higher investment returns. Derivative instruments may also be used to seek to mitigate certain investment risks, such as foreign currency exchange rate risk, interest rate risk and credit risk. U.S. GAAP requires disclosures to enable investors to better understand how and why the Trust uses derivative instruments, how these derivative instruments are accounted for and their effects on the Trust’s financial position and results of operations.

    The Trust utilized derivatives for the following purposes:

    Duration: the use of an instrument to manage the interest rate risk of a portfolio.

    Hedge: an investment made in order to reduce the risk of adverse price movements in a security, by taking an offsetting position to protect against broad market moves.

    Income: the use of any instrument that distributes cash flows typically based upon some rate of interest.

    Index Exposure: the use of an instrument to obtain exposure to a listed or other type of index.

     

    64 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    Options Purchased and Written

    A call option on a security gives the purchaser of the option the right to buy, and the writer of a call option the obligation to sell, the underlying security. The purchaser of a put option has the right to sell, and the writer of the put option the obligation to buy, the underlying security at any time during the option period. The risk associated with purchasing options is limited to the premium originally paid.

    The risk in writing a call option is that the Trust may incur a loss if the market price of the underlying security increases and the option is exercised. The risk in writing a put option is that the Trust may incur a loss if the market price of the underlying security decreases and the option is exercised. In addition, there may be an imperfect correlation between the movement in prices of options and the underlying securities where the Trust may not be able to enter into a closing transaction because of an illiquid secondary market; or, for OTC options, the Trust may be at risk because of the counterparty’s inability to perform.

    The following table represents the Trust’s use and volume of call/put options purchased on a monthly basis:

               
        Average Notional Amount
    Use   Call     Put
    Duration, Hedge $ 73,400,000   $ 4,800,000

     

    Swap Agreements

    A swap is an agreement that obligates two parties to exchange a series of cash flows at specified intervals based upon or calculated by reference to changes in specified prices or rates for a specified amount of an underlying asset. When utilizing OTC swaps, the Trust bears the risk of loss of the amount expected to be received under a swap agreement in the event of the default or bankruptcy of a swap agreement counterparty or if the underlying asset declines in value. Certain standardized swaps are subject to mandatory central clearing and are executed on a multi-lateral or other trade facility platform, such as a registered exchange. There is limited counterparty credit risk with respect to centrally-cleared swaps as the transaction is facilitated through a central clearinghouse, much like exchange-traded futures contracts. If the Trust utilizes centrally-cleared swaps, the exchange bears the risk of loss resulting from a counterparty not being able to pay. There is no guarantee that a fund or an underlying fund could eliminate its exposure under an outstanding swap agreement by entering into an offsetting swap agreement with the same or another party.

    Credit default swaps are instruments which allow for the full or partial transfer of third-party credit risk, with respect to a particular entity or entities, from one counterparty to the other. The Trust enters into credit default swaps as a “seller” or “buyer” of protection primarily to gain or reduce exposure to the investment grade and/or high yield bond market. A seller of credit default swaps is selling credit protection or assuming credit risk with respect to the underlying entity or entities. The buyer in a credit default swap is obligated to pay the seller a periodic stream of payments over the term of the contract provided that no event of default on an underlying reference obligation has occurred. If a credit event occurs, as defined under the terms of the swap agreement, the seller will either (i) pay to the buyer of protection an amount equal to the notional amount of the swap and take delivery of the referenced obligation or underlying securities comprising the referenced index

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 65

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    or (ii) pay a net settlement amount in the form of cash or securities equal to the notional amount of the swap less the recovery value of the referenced obligation or underlying securities comprising the referenced index. The notional amount reflects the maximum potential amount the seller of credit protection could be required to pay to the buyer if a credit event occurs. The seller of protection receives periodic premium payments from the buyer and may also receive or pay an upfront premium adjustment to the stated periodic payments. In the event a credit default occurs on a credit default swap referencing an index, a factor adjustment will take place and the buyer of protection will receive a payment reflecting the par less the default recovery rate of the defaulted index component based on its weighting in the index. If no default occurs, the counterparty will pay the stream of payments and have no further obligations to the Trust if it is selling the credit protection. If the Trust utilizes centrally cleared credit default swaps, the exchange bears the risk of loss resulting from a counterparty not being able to pay. For OTC credit default swaps, the Trust bears the risk of loss of the amount expected to be received under a swap agreement in the event of the default or bankruptcy of a swap agreement counterparty, or in the case of a credit default swap in which the Trust is selling credit protection, the default of a third-party issuer.

    The quoted market prices and resulting market values for credit default swap agreements on securities and credit indices serve as an indicator of the current status of the payment/performance risk and represent the likelihood of an expected liability (or profit) for the credit derivative had the notional amount of the swap agreement been closed/sold as of the period end. Increasing market values, in absolute terms when compared to the notional amount of the swap, represent a deterioration of the referenced entity’s credit soundness and a greater likelihood or risk of default or other credit event occurring as defined under the terms of the agreement.

    The following table represents the Trust’s use and volume of credit default swaps on a monthly basis:

             
        Average Notional Amount
    Use Protection Sold   Protection Purchased
    Hedge, Index exposure $ — $ 4,400,000

     

    Forward Foreign Currency Exchange Contracts

    A forward foreign currency exchange contract is an agreement between two parties to exchange two designated currencies at a specific time in the future. Certain types of contracts may be cash settled, in an amount equal to the change in exchange rates during the term of the contract. The contracts can be used to hedge or manage exposure to foreign currency risks with portfolio investments or to gain exposure to foreign currencies.

    The market value of a forward foreign currency exchange contract changes with fluctuations in foreign currency exchange rates. Furthermore, the Trust may be exposed to risk if the counterparties cannot meet the contract terms or if the currency value changes unfavorably as compared to the U.S. dollar.

     

    66 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    The following table represents the Trust’s use and volume of forward foreign currency exchange contracts on a monthly basis:

             
      Average Value    
    Use Purchased     Sold
    Hedge $ —   $ 6,826,867

     

    Derivative Investment Holdings Categorized by Risk Exposure

    The following is a summary of the location of derivative investments on the Trust’s Statement of Assets and Liabilities as of November 30, 2023:

         
    Derivative Investment Type Asset Derivatives Liability Derivatives
      Investments in unaffiliated  
    Interest rate option contracts issuers, at value —
      Unrealized appreciation on forward Unrealized depreciation on forward
    Currency forward contracts foreign currency exchange contracts foreign currency exchange contracts
      Variation margin on credit Unamortized upfront premiums
    Credit rate swap agreements default swap agreements received on credit default swap agreements

     

    The following tables set forth the fair value of the Trust’s derivative investments categorized by primary risk exposure at November 30, 2023:

                       
        Asset Derivative Investments Value          
     
        Options   Forward      
        Purchased   Foreign      
        Swaps Credit   Interest   Currency   Total Value at
        Risk*   Rate Risk Exchange Risk*   November 30, 2023
      $ —   $ 66,916 $ 200   $ 67,116
        Liability Derivative Investments Value          
     
        Options   Forward      
        Written   Foreign      
        Swaps Credit   Interest   Currency   Total Value at
        Risk*   Rate Risk Exchange Risk*   November 30, 2023
      $ 48,591   $ — $ 43,826   $ 92,417

     

    *Includes cumulative appreciation (depreciation) of OTC and centrally-cleared derivatives contracts as reported on the Trust’s Schedule of Investments. For centrally-cleared derivatives, variation margin is reported within the Trust’s Statement of Assets and Liabilities.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 67

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    The following is a summary of the location of derivative investments on the Trust’s Statement of Operations for the period ended November 30, 2023:

       
    Derivative Investment Type Location of Gain (Loss) on Derivatives
    Credit rate swap agreements Net realized gain (loss) on swap agreements
      Net change in unrealized appreciation
      (depreciation) on swap agreements
    Interest rate options contracts Net realized gain (loss) on options purchased
      Net change in unrealized appreciation
      (depreciation) on options purchased
    Currency forward contracts Net realized gain (loss) on forward foreign
      currency exchange contracts
      Net change in unrealized appreciation
      (depreciation) on forward foreign currency
      exchange contracts

     

    The following is a summary of the Trust’s realized gain (loss) and change in unrealized appreciation (depreciation) on derivative investments recognized on the Trust’s Statement of Operations categorized by primary risk exposure for the period ended November 30, 2023:

                   
    Realized Gain(Loss) on Derivative Investments Recognized on the Statement of Operations
     
        Options Forward    
        Purchased Foreign    
        Swaps Credit   Interest Currency    
        Risk   Rate Risk Exchange Risk   Total
      $ (20,040 ) $ (14,496) $ 41,761 $ 7,225

     

    Change in Unrealized Appreciation(Depreciation) on Derivative Investments Recognized on the Statement of Operations

     

                             
          Options     Forward        
          Purchased     Foreign        
        Swaps Credit     Interest     Currency        
        Risk     Rate Risk     Exchange Risk     Total  
      $ (39,174 ) $ (149,961 ) $ (65,573 ) $ (254,708 )

     

    In conjunction with the use of derivative instruments, the Trust is required to maintain collateral in various forms. Depending on the financial instrument utilized and the broker involved, the Trust uses margin deposits at the broker, cash and/or securities segregated at the custodian bank, discount notes or repurchase agreements allocated to the Trust as collateral.

    The Trust has established counterparty credit guidelines and enters into transactions only with financial institutions rated/identified as investment grade or better. The Trust monitors the counterparty credit risk.

    Foreign Investments

    There are several risks associated with exposure to foreign currencies, foreign issuers and emerging markets. The Trust’s indirect and direct exposure to foreign currencies subjects the Trust to the risk that those currencies will decline in value relative to the U.S. dollar, or in the case of short positions, that the U.S. dollar will decline in value relative to the currency being hedged. Currency rates in foreign countries may fluctuate significantly over short periods of time for a number of

     

    68 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    reasons, including changes in interest rates and the imposition of currency controls or other political developments in the U.S. or abroad. In addition, the Trust may incur transaction costs in connection with conversions between various currencies. The Trust may, but is not obligated to, engage in currency hedging transactions, which generally involve buying currency forward, options or futures contracts. However, not all currency risks may be effectively hedged, and in some cases the costs of hedging techniques may outweigh expected benefits. In such instances, the value of securities denominated in foreign currencies can change significantly when foreign currencies strengthen or weaken relative to the U.S. dollar.

    The Trust may invest in securities of foreign companies directly, or in financial instruments, such as ADRs and exchange-traded funds, which are indirectly linked to the performance of foreign issuers. Foreign markets can be more volatile than the U.S. market due to increased risks of adverse issuer, political, regulatory, market, or economic developments and can perform differently from the U.S. market. Investing in securities of foreign companies directly, or in financial instruments that are indirectly linked to the performance of foreign issuers, may involve risks not typically associated with investing in U.S. issuers. The value of securities denominated in foreign currencies, and of dividends from such securities, can change significantly when foreign currencies strengthen or weaken relative to the U.S. dollar. Foreign securities markets generally have less trading volume and less liquidity than U.S. markets, and prices in some foreign markets may fluctuate more than those of securities traded on U.S. markets. Many foreign countries lack accounting and disclosure standards comparable to those that apply to U.S. companies, and it may be more difficult to obtain reliable information regarding a foreign issuer’s financial condition and operations. Transaction costs and costs associated with custody services are generally higher for foreign securities than they are for U.S. securities. Some foreign governments levy withholding taxes against dividend and interest income. Although in some countries portions of these taxes are recoverable, the non-recovered portion will reduce the income received by the Trust.

    Note 4 – Offsetting

    In the normal course of business, the Trust enters into transactions subject to enforceable master netting arrangements or other similar arrangements. Generally, the right to offset in those agreements allows the Trust to counteract the exposure to a specific counterparty with collateral received from or delivered to that counterparty based on the terms of the arrangements. These arrangements provide for the right to liquidate upon the occurrence of an event of default, credit event upon merger or additional termination event.

    In order to better define its contractual rights and to secure rights that will help the Trust mitigate its counterparty risk, the Trust may enter into an International Swaps and Derivatives Association, Inc. Master Agreement (“ISDA Master Agreement”) or similar agreement with its derivative contract counterparties. An ISDA Master Agreement is a bilateral agreement between the Trust and a counterparty that governs OTC derivatives, including foreign exchange contracts, and typically contains, among other things, collateral posting terms and netting provisions in the event of a default and/or termination event. The provisions of the ISDA Master Agreement typically permit a single net payment in the event of a default (close-out netting) or similar event, including the bankruptcy or insolvency of the counterparty.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 69

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    For derivatives traded under an ISDA Master Agreement, the collateral requirements are typically calculated by netting the mark-to-market amount for each transaction under such agreement and comparing that amount to the value of any collateral currently pledged by the Trust and the counterparty. For financial reporting purposes, cash collateral that has been pledged to cover obligations of the Trust and cash collateral received from the counterparty, if any, are reported separately on the Trust’s Statement of Assets and Liabilities as segregated cash with broker/ receivable for variation margin, or payable for swap settlement/variation margin. Cash and/ or securities pledged or received as collateral by the Trust in connection with an OTC derivative subject to an ISDA Master Agreement generally may not be invested, sold or rehypothecated by the counterparty or the Trust, as applicable, absent an event of default under such agreement, in which case such collateral generally may be applied towards obligations due to and payable by such counterparty or the Trust, as applicable. Generally, the amount of collateral due from or to a counterparty must exceed a minimum transfer amount threshold (e.g., $300,000) before a transfer is required to be made. To the extent amounts due to the Trust from its counterparties are not fully collateralized, contractually or otherwise, the Trust bears the risk of loss from counterparty nonperformance. The Trust attempts to mitigate counterparty risk by only entering into agreements with counterparties that it believes to be of good standing and by monitoring the financial stability of those counterparties.

    For financial reporting purposes, the Trust does not offset derivative assets and derivative liabilities that are subject to netting arrangements in the Trust’s Statement of Assets and Liabilities.

    The following tables present derivative financial instruments and secured financing transactions that are subject to enforceable netting arrangements:

                                     
      Net Amount     Gross Amounts Not    
      Gross Amounts     of Assets     Offset in the Statement    
          Gross     Offset in the Presented on     of Assets and Liabilities    
      Amounts of     Statement of the Statement     Cash    
          Recognized     Assets and of Assets and     Financial   Collateral   Net
    Instrument     Assets1     Liabilities     Liabilities     Instruments   Received   Amount
    Forward foreign                              
    currency                                
    exchange                                
    contracts $ 200   $ — $ 200   $ —   $ — $ 200
    Options                                
    purchased $ 66,916   $ —   $ 66,916   $ (6,509 ) $— $ 60,407

     

     

    70 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

      

    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

                               
              Net Amount     Gross Amounts Not    
          Gross Amounts   of Liabilities     Offset in the Statement    
        Gross Offset in the   Presented on     of Assets and Liabilities    
      Amounts of Statement of   the Statement         Cash    
      Recognized Assets and   of Assets and     Financial   Collateral   Net
    Instrument Liabilities1 Liabilities     Liabilities   Instruments   Pledged   Amount
    Forward foreign                          
    currency                          
    exchange                          
    contracts $ 43,826 $ —   $ 43,826   $ (6,509 ) $ — $ 37,317
    Reverse                          
    repurchase                          
    agreements $ 140,564,305 $ — $ 140,564,305 $ (140,564,305 ) $ — $ —

     

    1 Exchange-traded or centrally-cleared derivatives are excluded from these reported amounts.

    The Trust has the right to offset deposits against any related derivative liabilities outstanding with each counterparty with the exception of exchange-traded or centrally-cleared derivatives.

    The following table presents deposits held by others in connection with derivative investments as of November 30, 2023.

                 
    Counterparty Asset Type Cash Pledged   Cash Received
    J.P. Morgan Securities LLC Credit default $ 89,385   $ —
      swap agreements          

     

    Note 5 –Fees and Other Transactions with Affiliates

    Pursuant to an Investment Advisory Agreement between the Trust and the Adviser, the Adviser furnishes office facilities and equipment, and provides administrative services on behalf of the Trust, and oversees the activities of Guggenheim Partners Investment Management, LLC (“GPIM” or the “Sub-Adviser”). The Adviser provides all services through the medium of any directors, officers or employees of the Adviser or its affiliates as the Adviser deems appropriate in order to fulfill its obligations. As compensation for these services, the Trust pays the Adviser a fee, payable monthly, at an annual rate equal to 0.60% of the Trust’s average daily Managed Assets (as defined in this report).

    Pursuant to an Investment Sub-Advisory Agreement among the Trust, the Adviser and GPIM, GPIM, under the oversight and supervision of the Trust’s Board and the Adviser, manages the investment of the assets of the Trust in accordance with its investment objective and policies, places orders to purchase and sell securities on behalf of the Trust, and, at the request of the Adviser, consults with the Adviser as to the overall management of the assets of the Trust and its investment policies and practices. As compensation for its services, the Adviser pays GPIM a fee, payable monthly, at an annual rate equal to 0.30% of the Trust’s average daily Managed Assets.

    For purposes of calculating the fees payable under the foregoing agreements, “Managed Assets” means the total assets of the Trust, including the assets attributable to the proceeds from financial leverage, including the issuance of senior securities represented by indebtedness (including through borrowing from financial institutions or issuance of debt securities, including notes or commercial paper), the issuance of preferred shares, the effective leverage of certain portfolio transactions such as reverse repurchase agreements, dollar rolls and inverse floating rate securities, or any other form of financial leverage, minus liabilities, other than liabilities related to any financial leverage.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 71

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    If the Trust invests in a fund that is advised by the Adviser or an adviser affiliated with the Adviser, the Trust’s Adviser has agreed to waive Trust fees to the extent necessary to offset the proportionate share of any management fee paid by the Trust with respect to its investment in such fund. Fee waivers will be calculated at the Trust level without regard to any expense cap, if any, in effect for the Trust. Fees waived under this arrangement are not subject to reimbursement. For the period ended November 30, 2023, there were no such fees waived.

    Certain officers and trustees of the Trust may also be officers, directors and/or employees of the Adviser or GPIM. The Trust does not compensate its officers who are officers, directors and/or employees of the aforementioned firms.

    GFIA pays operating expenses on behalf of the Trust, such as audit and accounting related services, legal services, custody, printing and mailing, among others, on a pass-through basis.

    On November 11, 2022, the Trust received a one-time payment from the Adviser for $29,557 relating to an operational issue. This amount is included in Capital contribution from adviser on the Statements of Changes in Net Assets and the impact of this amount to total return at NAV is included within the Financial Highlights.

    MUFG Investor Services (US), LLC (“MUIS”) acts as the Trust’s administrator and accounting agent. As administrator and accounting agent, MUIS maintains the books and records of the Trust’s securities and cash. The Bank of New York Mellon Corp. (“BNY”) acts as the Trust’s custodian. As custodian, BNY is responsible for the custody of the Trust’s assets. For providing the aforementioned services, MUIS and BNY are entitled to receive a monthly fee equal to an annual percentage of the Trust’s average daily Managed Assets and certain out of pocket expenses.

    Note 6 – Fair Value Measurement

    In accordance with U.S. GAAP, fair value is defined as the price that the Trust would receive to sell an investment or pay to transfer a liability in an orderly transaction between market participants at the measurement date. U.S. GAAP establishes a three-tier fair value hierarchy based on the types of inputs used to value assets and liabilities and requires corresponding disclosure. The hierarchy and the corresponding inputs are summarized below:

    Level 1 — unadjusted quoted prices in active markets for identical assets or liabilities.

    Level 2 — significant other observable inputs (for example quoted prices for securities that are similar based on characteristics such as interest rates, prepayment speeds, credit risk, etc.).

    Level 3 — significant unobservable inputs based on the best information available under the circumstances, to the extent observable inputs are not available, which may include assumptions.

    Rule 2a-5 sets forth a definition of “readily available market quotations,” which is consistent with the definition of a Level 1 input under U.S. GAAP. Rule 2a-5 provides that “a market quotation is readily available only when that quotation is a quoted price (unadjusted) in active markets for identical investments that the Trust can access at the measurement date, provided that a quotation will not be readily available if it is not reliable.”

    Securities for which market quotations are not readily available must be valued at fair value as determined in good faith. Accordingly, any security priced using inputs other than Level 1 inputs

     

    72 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    will be subject to fair value requirements. The types of inputs available depend on a variety of factors, such as the type of security and the characteristics of the markets in which it trades, if any. Fair valuation determinations that rely on fewer or no observable inputs require greater judgment. Accordingly, fair value determinations for Level 3 securities require the greatest amount of judgment.

    Pricing service providers are used to value a majority of the Trust’s investments. When values are not available from a pricing service provider, they will be determined using a variety of sources and techniques, including: market prices; broker quotes; and models which derive prices based on inputs such as prices of securities with comparable maturities and characteristics or based on inputs such as anticipated cash flows or collateral, spread over U.S. Treasury securities, and other information and analysis. A significant portion of the Trust’s assets and liabilities are categorized as Level 2, as indicated in this report.

    Quotes from broker-dealers, adjusted for fluctuations in criteria such as credit spreads and interest rates, may also be used to value the Trust’s assets and liabilities, i.e. prices provided by a broker-dealer or other market participant who has not committed to trade at that price. Although quotes are typically received from established market participants, the Trust may not have the transparency to view the underlying inputs which support the market quotations. Significant changes in a quote would generally result in significant changes in the fair value of the security.

    Certain fixed income securities are valued by obtaining a monthly quote from a broker-dealer, adjusted for fluctuations in criteria such as credit spreads and interest rates.

    Certain loans and other securities are valued using a single daily broker quote or a price from a pricing service provider based on a single daily or monthly broker quote.

    The inputs or methodologies selected and applied for valuing securities or other assets are not necessarily an indication of the risk associated with investing in those securities. The suitability, appropriateness and accuracy of the techniques, methodologies and sources employed to determine fair valuation are periodically reviewed and subject to change.

    Note 7 – Reverse Repurchase Agreements

    The Trust may enter into reverse repurchase agreements as part of its financial leverage strategy. Under a reverse repurchase agreement, the Trust temporarily transfers possession of a portfolio instrument to another party, such as a bank or broker-dealer, in return for cash. At the same time, the Trust agrees to repurchase the instrument at an agreed upon time and price, which reflects an interest payment. Such agreements have the economic effect of borrowings. The Trust may enter into such agreements to invest the cash acquired at a rate higher than the cost of the agreement, which would increase earned income. When the Trust enters into a reverse repurchase agreement, any fluctuations in the market value of either the instruments transferred to another party or the instruments in which the proceeds may be invested would affect the market value of the Trust’s assets. As a result, such transactions may increase fluctuations in the market value of the Trust’s assets. For the period ended November 30, 2023, the average daily balance for which reverse repurchase agreements were outstanding amounted to $130,829,419. The weighted average interest rate was 5.75%. As of November 30, 2023, there was $140,564,305 (inclusive of interest payable) in reverse repurchase agreements outstanding.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 73

     
     

      

    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    As of November 30, 2023, the Trust had outstanding reverse repurchase agreements with various counterparties. Details of the reverse repurchase agreements by counterparty are as follows:

           
    Counterparty Interest Rate(s) Maturity Date(s) Face Value
    Barclays Capital, Inc. 5.65% - 5.90%* Open Maturity $16,173,033
    BofA Securities, Inc. 5.55%* Open Maturity 829,570
    Citigroup Global Markets, Inc. 5.48%* Open Maturity 4,698,131
    Goldman Sachs & Co. LLC (1.50%) - 5.55%* Open Maturity 1,481,553
    RBC Capital Markets LLC 5.76% - 5.91% 12/18/23 - 02/20/24 90,188,117
    RBC Capital Markets LLC 5.75%* Open Maturity 27,193,901
    Total $140,564,305

     

    * The rate is adjusted periodically by the counterparty, subject to approval by the Adviser, and is not based upon a set of reference rate and spread. Rate indicated is the rate effective at November 30, 2023.

    The following is a summary of the remaining contractual maturities of the reverse repurchase agreements outstanding as of November 30, 2023, aggregated by asset class of the related collateral pledged by the Trust:

                       
        Up to   Greater than   Overnight and    
        30 days   31-90 days 90 days   Continuous   Total
    Corporate Bonds $ — $ 45,094,357 $ — $ 2,311,123 $ 47,405,480
    Collateralized Mortgage Obligations   —   — —   4,698,131   4,698,131
    Municipal Bonds   45,093,760   — —   43,366,934   88,460,694
    Total reverse repurchase agreements $ 45,093,760 $ 45,094,357 $ — $ 50,376,188 $ 140,564,305
    Gross amount of recognized liabilities                  
    for reverse repurchase agreements $ 45,093,760 $ 45,094,357 $ — $ 50,376,188 $ 140,564,305

     

    Note 8 – Borrowings

    The Trust has entered into a $100,000,000 credit facility agreement with an approved lender. Under the most recent amended terms, the interest rate on the amount borrowed is based on the SOFR plus 95 basis points, and an unused commitment fee of 25 basis points is charged on the difference between the amount available to borrow under the credit agreement and the actual amount borrowed. As of November 30, 2023, there was $0 outstanding in connection with the Trust’s credit facility. The average daily amount of borrowings on the credit facility during the period ended November 30, 2023 was $0 with a related average interest rate of 0%. The maximum amount outstanding during the period was $0. As of November 30, 2023, the total value of securities segregated and pledged as collateral in connection with borrowings was $55,238.

    The credit facility agreement governing the loan facility includes usual and customary covenants. These covenants impose on the Trust asset coverage requirements, collateral requirements, investment strategy requirements, and certain financial obligations. These covenants place limits or restrictions on the Trust’s ability to (i) enter into additional indebtedness with a party other than the counterparty, (ii) change its fundamental investment policy, or (iii) pledge to any other party, other than to the counterparty, securities owned or held by the Trust over which the counterparty has a lien. In addition, the Trust is required to deliver financial information to the counterparty within established deadlines, maintain an asset coverage ratio (as defined in Section 18(g) of the 1940 Act) greater than 300%, comply with the rules of the stock exchange on which its shares are listed, and maintain its classification as a “closed-end management investment company” as defined in the 1940 Act.

     

    74 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    There is no guarantee that the Trust’s leverage strategy will be successful. The Trust’s use of leverage may cause the Trust’s NAV and market price of common shares to be more volatile and can magnify the effect of any losses.

    Note 9 – Federal Income Tax Information

    The Trust intends to comply with the provisions of Subchapter M of the Internal Revenue Code of 1986, as amended (the “Internal Revenue Code”), applicable to regulated investment companies and will distribute substantially all taxable net investment income and capital gains sufficient to relieve the Trust from all, or substantially all, federal income, excise and state income taxes. Therefore, no provision for federal or state income tax or federal excise tax is required.

    Tax positions taken or expected to be taken in the course of preparing the Trust’s tax returns are evaluated to determine whether the tax positions are “more-likely-than-not” of being sustained by the applicable tax authority. Tax positions not deemed to meet the more-likely-than-not threshold would be recorded as a tax benefit or expense in the current year. Management has analyzed the Trust’s tax positions taken, or to be taken, on U.S. federal income tax returns for all open tax years, and has concluded that no provision for income tax is required in the Trust’s financial statements. The Trust’s U.S. federal income tax returns are subject to examination by the Internal Revenue Service (“IRS”) for a period of three years after they are filed.

    At November 30, 2023, the cost of investments for U.S. federal income tax purposes, the aggregate gross unrealized appreciation for all investments for which there was an excess of value over tax cost, and the aggregate gross unrealized depreciation for all investments for which there was an excess of tax cost over value, were as follows:

                       
                    Net Tax Unrealized  
          Tax Unrealized   Tax Unrealized     Appreciation/  
      Tax Cost   Appreciation   Depreciation     (Depreciation)  
    $ 570,772,807 $ 9,195,446 $ (82,384,646 ) $ (73,189,200 )

     

    As of May 31, 2023, (the most recent fiscal year end for U.S. federal income tax purposes) tax components of distributable earnings/(loss) were as follows:

                         
    Undistributed Undistributed   Net Unrealized     Accumulated        
    Ordinary Long-Term   Appreciation     Capital and        
    Income Capital Gain   (Depreciation)     Other Losses     Total  
    $— $— $ (65,454,206 ) $ (3,492,263 ) $ (68,946,469 )

     

    For the year ended May 31, 2023, (the most recent fiscal year end for U.S. federal income tax purposes) the tax character of distributions paid to shareholders as reflected in the Statements of Changes in Net Assets was as follows:

                 
        Long-Term        
      Ordinary Income Capital Gain   Return of Capital   Total Distributions
    $ 20,436,420 $— $ 13,351,040 $ 33,787,460

     

    Note: For U.S. federal income tax purposes, short-term capital gain distributions are treated as ordinary income distributions.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 75

     
     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    Note 10 – Securities Transactions

    For the period ended November 30, 2023, the cost of purchases and proceeds from sales of investment securities, excluding short-term investments and derivatives, were $31,370,184 and $15,726,007, respectively.

    The Trust is permitted to purchase or sell securities from or to certain affiliated funds under specified conditions outlined in procedures adopted by the Board. The procedures have been designed to ensure that any purchase or sale of securities by the Trust from or to another fund or portfolio that is or could be considered an affiliate by virtue of having a common investment adviser (or affiliated investment advisers), common Trustees and/or common officers complies with Rule 17a-7 of the 1940 Act. Further, as defined under these procedures, each transaction is effected at the current market price. For the period ended November 30, 2023, the Trust did not engage in purchases and sales of securities, pursuant to Rule 17a-7 of the 1940 Act.

    Note 11 – Unfunded Loan Commitments

    Pursuant to the terms of certain loan agreements, the Trust held unfunded loan commitments as of November 30, 2023. The Trust is obligated to fund these loan commitments at the borrower’s discretion. The Trust reserves against such contingent obligations by designating cash, liquid securities, illiquid securities, and liquid term loans as a reserve. As of November 30, 2023, the total amount segregated in connection with unfunded loan commitments and reverse repurchase agreements was $152,303,960.

    The unfunded loan commitments as of November 30, 2023, were as follows:

             
    Borrower Maturity Date Face Amount*   Value
    Polaris Newco LLC 06/04/26 329,000 $ 20,653
    TK Elevator Midco GmbH 01/29/27 EUR 725,988   42,652
    Thunderbird A 03/01/37 3,074,052   –
    Lightning A 03/01/37 3,132,614   –
          $ 63,305

    *The face amount is denominated in U.S. dollars unless otherwise indicated.
    EUR- Euro

     

    76 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    Note 12 – Restricted Securities

    The securities below are considered illiquid and restricted under guidelines established by the Board:

               
    Restricted Securities Acquisition Date   Cost   Value
    Central Storage Safety Project Trust          
    4.82% due 02/01/38 02/02/18 $ 7,088,897 $ 5,880,317
    CFMT LLC          
    2022-HB9, 3.25% (WAC) due 09/25/371 09/23/22   440,470   418,803
    Freddie Mac Military Housing Bonds          
    Resecuritization Trust Certificates          
    2015-R1, 5.94% (WAC) due 11/25/521 09/10/19   84,762   73,758
    Mirabela Nickel Ltd.          
    due 06/24/192 12/31/13   87,217   482
        $ 7,701,346 $ 6,373,360

     

    1 Variable rate security. Rate indicated is the rate effective at November 30, 2023. In some instances, the effective rate is limited by a minimum rate floor or a maximum rate cap established by the issuer. The settlement status of a position may also impact the effective rate indicated. In some cases, a position may be unsettled at period end and may not have a stated effective rate. In instances where multiple underlying reference rates and spread amounts are shown, the effective rate is based on a weighted average.

    2 Security is in default of interest and/or principal obligations.

    Note 13 – Capital

    Common Shares

    The Trust has an unlimited amount of common shares, $0.01 par value, authorized and 23,509,549 shares issued and outstanding as of November 30, 2023. Transactions in common shares were as follows:

           
      Period Ended   Year Ended
      November 30, 2023   May 31, 2023
    Beginning shares 22,979,362   21,864,166
    Shares issued through at-the-market offering 491,744   1,032,599
    Shares issued through dividend reinvestment 38,443   82,597
    Ending shares 23,509,549   22,979,362

     

    On April 12, 2023, the Trust’s current shelf registration allowing for delayed or continuous offering of additional shares became effective. The shelf registration statement allows for the issuance of up to $150,000,000 of common shares. On April 12, 2023, the Trust entered into an at-the-market sales agreement with Cantor Fitzgerald & Co. to offer and sell common shares having an aggregated initial offering price of up to $150,000,000 from time to time, through Cantor Fitzgerald & Co. as agent for the Trust.

    As of November 30, 2023, up to $139,672,081 remained available under the at-the-market sales agreement. For the period ended November 30, 2023, the Trust paid $2,500 for offering costs associated with the at-the market offering, and will be responsible for additional offering costs in the future of up to 0.60% of the offering price of common shares sold pursuant to the shelf registration statement.

    A portion of the proceeds of the foregoing offering is usually used to pay distributions and may be a return of capital. If the Trust does not conduct such offering, it may not be able to maintain distributions at historical levels. There is no guarantee that the Trust will sell all of the common

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 77

     
     

     

     

       
    NOTES TO FINANCIAL STATEMENTS (Unaudited) continued November 30, 2023

     

    shares available for sale under its shelf registration statement or that there will be any sales of common shares thereunder and, from time to time, the Trust may be unable to sell its common shares under its shelf registration statement.

    Note 14 – Market Risks

    The value of, or income generated by, the investments held by the Trust are subject to the possibility of rapid and unpredictable fluctuation, and loss that may result from various factors. These factors include, among others, developments affecting individual companies, or from broader influences, including real or perceived changes in prevailing interest rates (which may change at any time based on various market and other economic conditions), changes in inflation rates or expectations about inflation rates (which are currently elevated relative to normal conditions), adverse investor confidence or sentiment, changing economic, political (including geopolitical), social or financial market conditions, increased instability or general uncertainty, environmental disasters, governmental actions, public health emergencies (such as the spread of infectious diseases, pandemics and epidemics), debt crises, actual or threatened wars or other armed conflicts (such as the current Russia-Ukraine conflict and its risk of expansion or collateral economic and other effects) or ratings downgrades, and other similar events, each of which may be temporary or last for extended periods. Moreover, changing economic, political, geopolitical, social, financial market or other conditions in one country, geographic region or industry could adversely affect the value, yield and return of the investments held by the Trust in a different country, geographic region, economy, industry or market because of the increasingly interconnected global economies and financial markets. The duration and extent of the foregoing types of factors or conditions are highly uncertain and difficult to predict and have in the past, and may in the future, cause volatility and distress in economies and financial markets or other adverse circumstances, which may negatively affect the value of the Trust’s investments and performance of the Trust.

    Note 15 – Subsequent Events

    The Trust evaluated subsequent events through the date the financial statements are issued and determined there were no material events that would require adjustment to or disclosure in the Trust’s financial statements.

     

    78 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    OTHER INFORMATION (Unaudited) November 30, 2023

     

    Federal Income Tax Information

    This information is being provided as required by the Internal Revenue Code. Amounts shown may differ from those elsewhere in the report because of differences in tax and financial reporting practice.

    In January 2024, shareholders will be advised on IRS Form 1099 DIV or substitute 1099 DIV as to the U.S. federal tax status of the distributions received by shareholders in the calendar year 2023.

    Delaware Statutory Trust Act-Control Share Acquisition

    Under Delaware law applicable to the Trust as of August 1, 2022, if a shareholder acquires direct or indirect ownership or power to direct the voting of shares of the Trust in an amount that equals or exceeds certain percentage thresholds specified under Delaware law(beginning at 10% or more of shares of the Trust), the shareholder’s ability to vote certain of these shares may be limited.

    Sector Classification

    Information in the “Schedule of Investments” is categorized by sectors using sector-level classifications used by Bloomberg Industry Classification System, a widely recognized industry classification system provider. In the Trust’s registration statement, the Trust has investment policies relating to concentration in specific industries. For purposes of these investment policies, the Trust usually classifies industries based on industry-level classifications used by widely recognized industry classification system providers such as Bloomberg Industry Classification System, Global Industry Classification Standards and Barclays Global Classification Scheme.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 79

     
     

     

     

       
    OTHER INFORMATION (Unaudited) continued November 30, 2023

     

    Trustees

    The Trustees of the Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust and their principal occupations during the past five years:

               
            Number of  
      Position(s) Term of Office   Portfolios in  
    Name, Address* Held with and Length of   Fund Complex Other Directorships
    and Year of Birth Trust Time Served** Principal Occupation(s) During Past Five Years Overseen Held by Trustees***
     
    Independent Trustees:        
    Randall C. Barnes Trustee and Since 2010 Current: Private Investor (2001-present). 154 Current: Advent Convertible and Income
    (1951) Chair of the (Trustee)     Fund (2005-present); Purpose
      Valuation   Former: Senior Vice President and Treasurer, PepsiCo, Inc. (1993-1997);   Investments Funds (2013-present).
      Oversight Since 2020 President, Pizza Hut International (1991-1993); Senior Vice President, Strategic    
      Committee (Chair of the Planning and New Business Development, PepsiCo, Inc. (1987-1990).   Former: Guggenheim Energy & Income
        Valuation     Fund (2015-2023); Fiduciary/Claymore
        Oversight     Energy Infrastructure Fund (2004-2022);
        Committee)     Guggenheim Enhanced Equity Income
              Fund (2005-2021); Guggenheim Credit
              Allocation Fund (2013-2021).
    Angela Brock-Kyle Trustee Since 2019 Current: Founder and Chief Executive Officer, B.O.A.R.D.S. (2013-present); 153 Current: Bowhead Insurance GP, LLC
    (1959)     Member, Board of Directors, Mutual Fund Directors Forum (2022-present).   (2020-present); Hunt Companies, Inc.
              (2019-present).
          Former: Senior Leader, TIAA (financial services firm) (1987-2012).    
              Former: Guggenheim Energy & Income
              Fund (2019-2023); Fiduciary/Claymore
              Energy Infrastructure Fund (2019-2022);
              Guggenheim Enhanced Equity Income
              Fund (2019-2021); Guggenheim Credit
              Allocation Fund (2019-2021); Infinity
              Property & Casualty Corp. (2014-2018).

     

     

    80 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

       
    OTHER INFORMATION (Unaudited) continued November 30, 2023

      

                 
              Number of  
        Position(s) Term of Office   Portfolios in  
    Name, Address*   Held with and Length of   Fund Complex Other Directorships
    and Year of Birth   Trust Time Served** Principal Occupation(s) During Past Five Years Overseen Held by Trustees***
    Independent Trustees:        
    Thomas F. Lydon, Jr.   Trustee and Since 2019 Current: President, Global Trends Investments (registered investment adviser) 153 Current: US Global Investors, Inc.
    (1960) Chair of the (Trustee) (1996-present); CEO, Lydon Media (2016-present); Vice Chairman, VettaFi, a   (GROW) (1995-present); The 2023 ETF
        Contracts   wholly owned subsidiary of The TMX Group (financial advisor content,   Series Trust (4) (2023-present); The 2023
        Review Since 2020 research, index and digital distribution provider) (2022-present).   ETF Series Trust II (1) (2023-present).
        Committee (Chair of the      
          Contracts Former: CEO, ETF Flows, LLC (financial advisor education and research   Former: Guggenheim Energy & Income
          Review provider) (2019-2023); Director, GDX Index Partners, LLC (index provider)   Fund (2019-2023); Fiduciary/Claymore
          Committee) (2021-2023).   Energy Infrastructure Fund (2019-2022);
                Guggenheim Enhanced Equity Income
                Fund (2019-2021); Guggenheim Credit
                Allocation Fund (2019-2021); Harvest
                Volatility Edge Trust (3) (2017-2019).
    Ronald A. Nyberg   Trustee and Since 2010 Current: Of Counsel, Momkus LLP (law firm) (2016-present). 154 Current: Advent Convertible and Income
    (1953) Chair of the       Fund (2003-present); PPM Funds (2)
        Nominating   Former: Partner, Nyberg & Cassioppi, LLC (law firm) (2000-2016);   (2018-present); Endeavor Health
        and   Executive Vice President, General Counsel, and Corporate Secretary,   (2012-present).
        Governance   Van Kampen Investments (1982-1999).    
        Committee       Former: Guggenheim Energy & Income
                Fund (2015-2023); Fiduciary/Claymore
                Energy Infrastructure Fund (2004-2022);
                Guggenheim Enhanced Equity Income
                Fund (2005-2021); Guggenheim Credit
                Allocation Fund (2013-2021); Western
                Asset Inflation-Linked Opportunities &
                Income Fund (2004-2020); Western Asset
                Inflation-Linked Income Fund
                (2003-2020).

     

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 81 

     

     
     

     

     

       
    OTHER INFORMATION (Unaudited) continued November 30, 2023

     

               
            Number of  
      Position(s) Term of Office   Portfolios in  
    Name, Address* Held with and Length of   Fund Complex Other Directorships
    and Year of Birth Trust Time Served** Principal Occupation(s) During Past Five Years Overseen Held by Trustees***
    Independent Trustees:        
    Sandra G. Sponem Trustee and Since 2019 Current: Retired. 153 Current: SPDR Series Trust (81)
    (1958) Chair of the (Trustee)     (2018-present); SPDR Index Shares
      Audit   Former: Senior Vice President and Chief Financial Officer, M.A.   Funds (30) (2018-present); SSGA Active
      Committee Since 2020 Mortenson-Companies, Inc. (construction and real estate   Trust (14) (2018-present).
        (Chair of the development company) (2007-2017).    
        Audit     Former: Guggenheim Energy & Income
        Committee)     Fund (2019-2023); Fiduciary/Claymore
              Energy Infrastructure Fund (2019-2022);
              Guggenheim Enhanced Equity Income
              Fund (2019-2021); Guggenheim Credit
              Allocation Fund (2019-2021); SSGA
              Master Trust (1) (2018-2020).
    Ronald E. Toupin, Jr. Trustee, Since 2010 Current: Portfolio Consultant (2010-present); Member, Governing Council, 153 Former: Guggenheim Energy & Income
    (1958) Chair of the   Independent Directors Council (2013-present); Governor, Board of Governors,   Fund (2015-2023); Fiduciary/Claymore
      Board and   Investment Company Institute (2018-present).   Energy Infrastructure Fund (2004-2022);
      Chair of the       Guggenheim Enhanced Equity Income
      Executive   Former: Member, Executive Committee, Independent Directors Council   Fund (2005-2021); Guggenheim Credit
      Committee   (2016-2018); Vice President, Manager and Portfolio Manager, Nuveen Asset   Allocation Fund (2013-2021); Western
          Management (1998-1999); Vice President, Nuveen Investment Advisory Corp.   Asset Inflation-Linked Opportunities &
          (1992-1999); Vice President and Manager, Nuveen Unit Investment Trusts   Income Fund (2004-2020); Western Asset
          (1991-1999); and Assistant Vice President and Portfolio Manager, Nuveen Unit   Inflation-Linked Income Fund
          Investment Trusts (1988-1999), each of John Nuveen & Co., Inc. (registered   (2003-2020).
          broker dealer) (1982-1999).    

     

    82 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    OTHER INFORMATION (Unaudited) continued November 30, 2023

     

                 
              Number of  
        Position(s) Term of Office   Portfolios in  
    Name, Address*   Held with and Length of   Fund Complex Other Directorships
    and Year of Birth   Trust Time Served** Principal Occupation(s) During Past Five Years Overseen Held by Trustees***
     
    Interested Trustee:            
    Amy J. Lee****   Trustee, Since 2018 Current: Interested Trustee, certain other funds in the Fund Complex 153 Former: Guggenheim Energy & Income
    (1961) Vice (Trustee) (2018-present); Chief Legal Officer, certain other funds in the Fund Complex   Fund (2018-2023); Fiduciary/Claymore
        President   (2014-present); Vice President, certain other funds in the Fund Complex   Energy Infrastructure Fund (2018-2022);
        and Chief Since 2014 (2007-present); Senior Managing Director, Guggenheim Investments (2012-present). Guggenheim Enhanced Equity Income
        Legal Officer (Chief Legal     Fund (2018-2021); Guggenheim Credit
          Officer) Former: President and/or Chief Executive Officer, certain funds in the Fund   Allocation Fund (2018-2021).
            Complex (2017-2019); Vice President, Associate General Counsel and Assistant    
          Since 2012 Secretary, Security Benefit Life Insurance Company and Security Benefit    
          (Vice Corporation (2004-2012).    
          President)      

     

    *The business address of each Trustee is c/o Guggenheim Investments, 227 West Monroe Street, Chicago, Illinois 60606.
    **Each Trustee elected shall hold office until his or her successor shall have been elected and shall have qualified. After a Trustee’s initial term, each Trustee is expected to serve a three year term concurrent with the class of Trustees for which he or she serves.

    - Messrs. Lydon, Jr. and Nyberg are Class II Trustees. Class II Trustees are expected to stand for re-election at the Trust’s annual meeting of shareholders for the fiscal year ended May 31, 2024.

    - Mr. Toupin, Jr. and Mses. Lee and Sponem are Class III Trustees. Class III Trustees are expected to stand for re-election at the Trust’s annual meeting of shareholders for the fiscal year ended May 31, 2025.

    - Mr. Barnes and Ms. Brock-Kyle are Class I Trustees. Class I Trustees are expected to stand for re-election at the Trust’s annual meeting of shareholders for the fiscal year ended May 31, 2026.

    ***Each Trustee also serves on the Boards of Trustees of Guggenheim Funds Trust, Guggenheim Variable Funds Trust, Guggenheim Strategy Funds Trust, Guggenheim Strategic Opportunities Fund, Guggenheim Active Allocation Fund, Rydex Series Funds, Rydex Dynamic Funds, Rydex Variable Trust and Transparent Value Trust. Messrs. Barnes and Nyberg also serve on the Board of Trustees of Advent Convertible & Income Fund.
    ****This Trustee is deemed to be an “interested person” of the Trust under the 1940 Act by reason of her position with the Trust’s Adviser and/or the parent of the Adviser.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 83

     
     

     

     

       
    OTHER INFORMATION (Unaudited) continued November 30, 2023

     

    Officers

    The Officers of the Guggenheim Taxable Municipal Bond & Investments Grade Debt Trust, who are not Trustees, and their principal occupations during the past five years:

             
        Position(s) Term of Office  
    Name, Address*   Held with and Length of Principal Occupation(s)
    and Year of Birth   Trust Time Served** During Past Five Years
    Brian E. Binder   President Since 2018 Current: President, Mutual Funds Boards, Guggenheim Investments (2022-present); President and Chief Executive Officer, certain other funds in
    (1972) and Chief   the Fund Complex (2018-present); President, Mutual Funds Boards, and Senior Managing Director, Guggenheim Funds Investment Advisors,
        Executive   LLC and Security Investors, LLC (2018-present); Board Member, Guggenheim Partners Investment Funds plc (2022-present); Board Member,
        Officer   Guggenheim Global Investments plc (2022-present); Board Member, Guggenheim Partners Fund Management (Europe) Limited (2018-present).
     
            Former: Senior Managing Director and Chief Administrative Officer, Guggenheim Investments (2018-2022); Managing Director and President,
            Deutsche Funds, and Head of US Product, Trading and Fund Administration, Deutsche Asset Management (2013-2018); Managing Director,
            Chairman of North American Executive Committee and Head of Business Management and Consulting, Invesco Ltd. (2010-2012).
    Joanna M. Catalucci   Chief Since 2012 Current: Chief Compliance Officer, certain other funds in the Fund Complex (2012-present); Senior Managing Director, Guggenheim Investments
    (1966) Compliance   (2014-present).
        Officer    
            Former: AML Officer, certain other funds in the Fund Complex (2016-2017); Chief Compliance Officer and Secretary certain other funds in the
            Fund Complex (2008-2012); Senior Vice President and Chief Compliance Officer, Security Investor, LLC and certain affiliates (2010-2012); Chief
            Compliance Officer and Senior Vice President, Rydex Advisors, LLC and certain affiliates (2010-2011).
    James M. Howley   Chief Financial Since 2022 Current: Managing Director, Guggenheim Investments (2004-present); Chief Financial Officer, Chief Accounting Officer, and Treasurer, certain
    (1972)   Officer, Chief   other funds in the Fund Complex (2022-present).
        Accounting    
        Officer and   Former: Assistant Treasurer, certain other funds in the Fund Complex (2006-2022); Manager, Mutual Fund Administration of Van Kampen
        Treasurer   Investments, Inc. (1996-2004).
    Mark E. Mathiasen   Secretary Since 2010 Current: Secretary, certain other funds in the Fund Complex (2007-present); Managing Director, Guggenheim Investments (2007-present).
    (1978)      
    Glenn McWhinnie   Assistant Since 2016 Current: Vice President, Guggenheim Investments (2009-present); Assistant Treasurer, certain other funds in the Fund Complex (2016-present).
    (1969 Treasurer    
    Michael P. Megaris   Assistant Since 2014 Current: Assistant Secretary, certain other funds in the Fund Complex (2014-present); Managing Director, Guggenheim Investments
    (1984) Secretary   (2012-present).

     

    84 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    OTHER INFORMATION (Unaudited) continued November 30, 2023

     

             
        Position(s) Term of Office  
    Name, Address*   Held with and Length of Principal Occupation(s)
    and Year of Birth   Trust Time Served** During Past Five Years
    Kimberly J. Scott   Assistant Since 2012 Current: Director, Guggenheim Investments (2012-present); Assistant Treasurer, certain other funds in the Fund Complex (2012-present).
    (1974) Treasurer    
            Former: Financial Reporting Manager, Invesco, Ltd. (2010-2011); Vice President/Assistant Treasurer, Mutual Fund Administration for Van Kampen
            Investments, Inc./Morgan Stanley Investment Management (2009-2010); Manager of Mutual Fund Administration, Van Kampen Investments,
            Inc./Morgan Stanley Investment Management (2005-2009).
    Bryan Stone   Vice Since 2014 Current: Vice President, certain other funds in the Fund Complex (2014-present); Managing Director, Guggenheim Investments (2013-present).
    (1979) President    
            Former: Senior Vice President, Neuberger Berman Group LLC (2009-2013); Vice President, Morgan Stanley (2002-2009).
    Jon Szafran   Assistant Since 2017 Current: Director, Guggenheim Investments (2017-present); Assistant Treasurer, certain other funds in the Fund Complex (2017-present).
    (1989) Treasurer    
            Former: Assistant Treasurer of Henderson Global Funds and Manager of US Fund Administration, Henderson Global Investors (North America)
            Inc. (“HGINA”), (2017); Senior Analyst of US Fund Administration, HGINA (2014–2017); Senior Associate of Fund Administration, Cortland
            Capital Market Services, LLC (2013-2014); Experienced Associate, PricewaterhouseCoopers LLP (2012-2013).

     

    * The business address of each officer is c/o Guggenheim Investments, 227 West Monroe Street, Chicago, Illinois 60606.

    ** Each officer serves an indefinite term, until his or her successor is duly elected and qualified.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 85

     
     

     

     

       
    DIVIDEND REINVESTMENT PLAN (Unaudited) November 30, 2023

     

    Unless the registered owner of common shares elects to receive cash by contacting Computershare Trust Company, N.A. (the “Plan Administrator”), all dividends declared on common shares of the Trust will be automatically reinvested by the Plan Administrator for shareholders in the Trust’s Dividend Reinvestment Plan (the “Plan”), in additional common shares of the Trust. Participation in the Plan is completely voluntary and may be terminated or resumed at any time without penalty by notice if received and processed by the Plan Administrator prior to the dividend record date; otherwise such termination or resumption will be effective with respect to any subsequently declared dividend or other distribution. Some brokers may automatically elect to receive cash on your behalf and may re-invest that cash in additional common shares of the Trust for you. If you wish for all dividends declared on your common shares of the Trust to be automatically reinvested pursuant to the Plan, please contact your broker.

    The Plan Administrator will open an account for each common shareholder under the Plan in the same name in which such common shareholder’s common shares are registered. Whenever the Trust declares a dividend or other distribution (together, a “Dividend”) payable in cash, nonparticipants in the Plan will receive cash and participants in the Plan will receive the equivalent in common shares. The common shares will be acquired by the Plan Administrator for the participants’ accounts, depending upon the circumstances described below, either (i) through receipt of additional unissued but authorized common shares from the Trust (“Newly Issued Common Shares”) or (ii) by purchase of outstanding common shares on the open market (“Open-Market Purchases”) on the New York Stock Exchange or elsewhere. If, on the payment date for any Dividend, the closing market price plus estimated brokerage commission per common share is equal to or greater than the net asset value per common share, the Plan Administrator will invest the Dividend amount in Newly Issued Common Shares on behalf of the participants. The number of Newly Issued Common Shares to be credited to each participant’s account will be determined by dividing the dollar amount of the Dividend by the net asset value per common share on the payment date; provided that, if the net asset value is less than or equal to 95% of the closing market value on the payment date, the dollar amount of the Dividend will be divided by 95% of the closing market price per common share on the payment date. If, on the payment date for any Dividend, the net asset value per common share is greater than the closing market value plus estimated brokerage commission, the Plan Administrator will invest the Dividend amount in common shares acquired on behalf of the participants in Open-Market Purchases.

    For federal income tax purposes, the Trust generally would be able to claim a deduction for distributions to shareholders with respect to the common shares issued at up to a 5-percent discount from the closing market value pursuant to the Plan.

    If, before the Plan Administrator has completed its Open-Market Purchases, the market price per common share exceeds the net asset value per common share, the average per common share purchase price paid by the Plan Administrator may exceed the net asset value of the common shares, resulting in the acquisition of fewer common shares than if the Dividend had been paid in Newly Issued Common Shares on the Dividend payment date. Because of the foregoing difficulty with respect to Open-Market Purchases, the Plan provides that if the Plan Administrator is unable to invest the full Dividend amount in Open-Market Purchases during the purchase period or if the market discount shifts to a market premium during the purchase period, the Plan Administrator may cease making Open-Market Purchases and may invest the uninvested portion of the Dividend

     

    86 l GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT

     
     

     

     

       
    DIVIDEND REINVESTMENT PLAN (Unaudited) continued November 30, 2023

     

    amount in Newly Issued Common Shares at net asset value per common share at the close of business on the Last Purchase Date provided that, if the net asset value is less than or equal to 95% of the then current market price per common share; the dollar amount of the Dividend will be divided by 95% of the market price on the payment date.

    The Plan Administrator maintains all shareholders’ accounts in the Plan and furnishes written confirmation of all transactions in the accounts, including information needed by shareholders for tax records. Common shares in the account of each Plan participant will be held by the Plan Administrator on behalf of the Plan participant, and each shareholder proxy will include those shares purchased or received pursuant to the Plan. The Plan Administrator will forward all proxy solicitation materials to participants and vote proxies for shares held under the Plan in accordance with the instruction of the participants.

    There will be no brokerage charges with respect to common shares issued directly by the Trust. However, each participant will pay a pro rata share of brokerage commission incurred in connection with Open-Market Purchases. The automatic reinvestment of Dividends will not relieve participants of any Federal, state or local income tax that may be payable (or required to be withheld) on such Dividends.

    The Trust reserves the right to amend or terminate the Plan. There is no direct service charge to participants with regard to purchases in the Plan; however, the Trust reserves the right to amend the Plan to include a service charge payable by the participants. All correspondence or questions concerning the Plan should be directed to the Plan Administrator, Computershare Trust Company, N.A., P.O. Box 30170 College Station, TX 77842-3170: Attention: Shareholder Services Department, Phone Number: (866) 488-3559 or online at www.computershare.com/investor.

     

    GBAB l GUGGENHEIM TAXABLE MUNICIPAL BOND & INVESTMENT GRADE DEBT TRUST SEMIANNUAL REPORT l 87

     
     

     

     

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    TRUST INFORMATION November 30, 2023

     

    Board of Trustees Investment Adviser
    Randall C. Barnes Guggenheim Funds Investment
    Angela Brock-Kyle Advisors, LLC
    Amy J. Lee* Chicago, IL
    Thomas F. Lydon, Jr.  
    Ronald A. Nyberg Investment Sub-Adviser
    Sandra G. Sponem Guggenheim Partners Investment
    Ronald E. Toupin, Jr., Management, LLC
    Chairman Santa Monica, CA
    * Trustee is an “interested person” (as  
    defined in Section 2(a)(19) of the 1940 Act) Administrator and Accounting Agent
    (“Interested Trustee”) of the Trust because of MUFG Investor Services (US), LLC
    her affiliation with Guggenheim Investments. Rockville, MD
       
    Principal Executive Officers Custodian
    Brian E. Binder The Bank of New York Mellon Corp.
    President and Chief Executive Officer New York, NY
       
    Joanna M. Catalucci Legal Counsel
    Chief Compliance Officer Dechert LLP
      Washington, D.C.
    Amy J. Lee  
    Vice President and Chief Legal Officer Independent Registered Public Accounting
      Firm
    Mark E. Mathiasen Ernst & Young LLP
    Secretary Tysons, VA
       
    James M. Howley  
    Chief Financial Officer,  
    Chief Accounting Officer  
    and Treasurer  

     

     

     
     

     

     

       
    TRUST INFORMATION continued November 30, 2023

     

    Privacy Principles of Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust for Shareholders

    The Trust is committed to maintaining the privacy of its shareholders and to safeguarding its non-public personal information. The following information is provided to help you understand what personal information the Trust collects, how we protect that information and why, in certain cases, we may share information with select other parties.

    Generally, the Trust does not receive any non-public personal information relating to its shareholders, although certain non-public personal information of its shareholders may become available to the Trust. The Trust does not disclose any non-public personal information about its shareholders or former shareholders to anyone except as permitted by law or as is necessary in order to service shareholder accounts (for example, to a transfer agent or third party administrator).

    The Trust restricts access to non-public personal information about the shareholders to Guggenheim Funds Investment Advisors, LLC employees with a legitimate business need for the information. The Trust maintains physical, electronic and procedural safeguards designed to protect the non-public personal information of its shareholders.

    Questions concerning your shares of Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust?

    •If your shares are held in a Brokerage Account, contact your Broker.
    •If you have physical possession of your shares in certificate form, contact the Trust’s Transfer Agent: Computershare Trust Company, N.A., P.O. Box 30170 College Station, TX 77842-3170; (866) 488-3559 or online at www.computershare.com/investor This report is provided to shareholders of Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust for their information. It is not a Prospectus, circular or representation intended for use in the purchase or sale of shares of the Trust or of any securities mentioned in this report.

    Paper copies of the Trust’s annual and semi-annual shareholder reports are not sent by mail, unless you specifically request paper copies of the reports. Instead, the reports are made available on a website, and you are notified by mail each time a report is posted and provided with a website address to access the report.

    You may elect to receive paper copies of all future shareholder reports free of charge. If you invest through a financial intermediary, you can contact your financial intermediary to request that you may receive paper copies of your shareholder reports; if you invest directly with the Trust, you may call Computershare at 1-866-488-3559. Your election to receive reports in paper form may apply to all funds held in your account with your financial intermediary or, if you invest directly, to all Guggenheim closed-end funds you hold.

    The Trust’s Statement of Additional Information includes additional information about directors of the Trust and is available, without charge, upon request, by calling the Trust at (888) 991-0091.

    A description of the Trust’s proxy voting policies and procedures related to portfolio securities is available without charge, upon request, by calling the Trust at (888) 991-0091 and on the SEC's website at www.sec.gov.

    Information regarding how the Trust voted proxies for portfolio securities, if applicable, during the most recent 12-month period ended June 30, is also available, without charge and upon request by calling (888) 991-0091, by visiting the Trust’s website at guggenheiminvestments.com/gbab or by accessing the Trust’s Form N-PX on the U.S. Securities and Exchange Commission’s (SEC) website at www.sec.gov.

    The Trust files its complete schedule of portfolio holdings with the SEC for the first and third quarters of each fiscal year as an exhibit to its reports on Form N-PORT, and for reporting periods ended prior to August 31, 2019, on Form N-Q. The Trust’s Forms N-PORT and N-Q are available on the SEC website at www.sec.gov or at guggenheiminvestments.com/gbab.

    Notice to Shareholders

    Notice is hereby given in accordance with Section 23(c) of the Investment Company Act of 1940, as amended, that the Trust from time to time may purchase shares of its common stock in the open market or in private transactions.

     
     

      

    ABOUT THE TRUST MANAGERS

     

    GUGGENHEIM FUNDS INVESTMENT ADVISORS, LLC

    Guggenheim Investments represents the investment management businesses of Guggenheim Partners, LLC (“Guggenheim”), which includes Guggenheim Funds Investment Advisors, LLC (“GFIA”) the investment adviser to the referenced fund. Collectively Guggenheim Investments has a long, distinguished history of serving institutional investors, ultra-high-net-worth individuals, family offices and financial intermediaries. Guggenheim Investments offers clients a wide range of differentiated capabilities built on a proven commitment to investment excellence.

    Guggenheim Partners Investment Management, LLC

    Guggenheim Partners Investment Management, LLC (“GPIM”) is an indirect subsidiary of Guggenheim Partners, LLC, a diversified financial services firm. The firm provides capital markets services, portfolio and risk management expertise, wealth management, and investment advisory services. Clients of Guggenheim Partners, LLC subsidiaries are an elite mix of individuals, family offices, endowments, foundations, insurance companies and other institutions.

    Investment Philosophy

    GPIM’s investment philosophy is predicated upon the belief that thorough research and independent thought are rewarded with performance that has the potential to outperform benchmark indices with both lower volatility and lower correlation of returns over time as compared to such benchmark indices.

    Investment Process

    GPIM’s investment process is a collaborative effort between various groups including the Portfolio Construction Group, which utilize proprietary portfolio construction and risk modeling tools to determine allocation of assets among a variety of sectors, and its Sector Specialists, who are responsible for security selection within these sectors and for implementing securities transactions, including the structuring of certain securities directly with the issuers or with investment banks and dealers involved in the origination of such securities.

       

    Guggenheim Funds Distributors, LLC

    227 West Monroe Street

    Chicago, IL 60606

    Member FINRA/SIPC (01/24)

     

     

    NOT FDIC-INSURED l NOT BANK-GUARANTEED l MAY LOSE VALUE

    CEF-GBAB-SAR-1123

     

    Item 2. Code of Ethics.

    Not applicable for semi-annual reporting period.

    Item 3. Audit Committee Financial Expert.

    Not applicable for semi-annual reporting period.

    Item 4. Principal Accountant Fees and Services.

    Not applicable for semi-annual reporting period.

     

    Item 5. Audit Committee of Listed Registrants.

    Not applicable for semi-annual reporting period.

    Item 6. Schedule of Investments.

    The Schedule of Investments is included as part of Item 1.

    Item 7. Disclosure of Proxy Voting Policies and Procedures for Closed-End Management Investment Companies.

    Not applicable for semi-annual reporting period.

    Item 8. Portfolio Managers of Closed-End Management Investment Companies.

    a) Not applicable for semi-annual reporting period.

     

    b) The following Portfolio Manager has been added to the list of Portfolio Managers identified in response to paragraph (a)(1) of the Item in the registrant’s most recent annual report on Form N-CSR: Evan Serdensky. The information required by paragraphs (a)(1), (a)(2), (a)(3), and (a)(4) of this Item for Mr. Serdensky is as follows:

     

    (a)(1) GPIM serves as sub-adviser for the registrant and is responsible for the day-to-day management of the registrant’s portfolio. GPIM uses a team approach to manage client portfolios. Day to day management of a client portfolio is conducted under the auspices of GPIM’s Portfolio Construction Group (“PCG”). PCG’s members include the Chief Investment Officer (“CIO”) and other key investment personnel. The PCG, in consultation with the CIO, provides direction for overall investment strategy. The PCG performs several duties as it relates to client portfolios including: determining both tactical and strategic asset allocations; monitoring portfolio adherence to asset allocation targets; providing sector specialists with direction for overall investment strategy, which may include portfolio design and the rebalancing of portfolios; performing risk management oversight; assisting sector managers and research staff in determining the relative valuation of market sectors; and providing a forum for the regular discussion of the economy and the financial markets to enhance the robustness of GPIM’s strategic and tactical policy directives.

     

    The following individual (in addition to those individuals disclosed in the registrants most recent annual report on Form N-CSR) shares primary responsibility for the management of the registrant’s portfolio as of the date of filing of the report.

     

    Name Since Professional Experience During the Last Five Years
    Evan Serdensky 2023 Guggenheim Partners Investment Management, LLC: Managing Director 2018- Present

     

    (a)(2)(i-iii) Other Accounts Managed by the Portfolio Manager

     

    The following table summarizes the information regarding each of the other accounts managed by Mr. Serdensky as of November 30, 2023:

     

    Type of Account Number of Accounts Total Assets in the Accounts Number of Accounts in Which the Advisory Fee is Based on Performance Total Assets in the Accounts in Which the Advisory Fee is Based on Performance
    Registered investment companies 15 $38,765,694,255 0 $ —
    Other pooled investment vehicles   3 $ 1,586,039,707 1 $216,934,125
    Other accounts 38 $19,109,004,737 1 $104,767,052

    (a)2)(iv) Potential Conflicts of Interest

     

    Actual or apparent conflicts of interest may arise when a portfolio manager has day-to-day management responsibilities with respect to more than one fund or other account. More specifically, portfolio managers who manage multiple funds and/or other accounts may be presented with one or more of the following potential conflicts.

     

    The management of multiple funds and/or other accounts may result in a portfolio manager devoting unequal time and attention to the management of each fund and/or other account. GPIM

    seeks to manage such competing interests for the time and attention of a portfolio manager by having the portfolio manager focus on a particular investment discipline. Specifically, the ultimate decision maker for security selection for each client portfolio is the Sector Specialist Portfolio Manager. They are responsible for analyzing and selecting specific securities that they believe best reflect the risk and return level as provided in each client’s investment guidelines.

     

    GPIM may have clients with similar investment strategies. As a result, if an investment opportunity would be appropriate for more than one client, GPIM may be required to choose among those clients in allocating such opportunity, or to allocate less of such opportunity to a client than it would ideally allocate if it did not have to allocate to multiple clients. In addition, GPIM may determine that an investment opportunity is appropriate for a particular account, but not for another.

     

    Allocation decisions are made in accordance with the investment objectives, guidelines, and restrictions governing the respective clients and in a manner that will not unfairly favor one client over another. GPIM’s allocation policy provides that investment decisions must never be based upon account performance or fee structure. Accordingly, GPIM’s allocation procedures are designed to ensure that investment opportunities are allocated equitably among different client accounts over time. The procedures also seek to ensure reasonable efficiency in client transactions and to provide portfolio managers with flexibility to use allocation methodologies appropriate to GPIM’s investment disciplines and the specific goals and objectives of each client account.

     

    In order to minimize execution costs and obtain best execution for clients, trades in the same security transacted on behalf of more than one client may be aggregated. In the event trades are aggregated, GPIM’s policy and procedures provide as follows: (i) treat all participating client accounts fairly; (ii) continue to seek best execution; (iii) ensure that clients who participate in an aggregated order will participate at the average share price with all transaction costs shared on a pro-rata basis based on each client’s participation in the transaction; (iv) disclose its aggregation policy to clients.

     

    GPIM, as a fiduciary to its clients, considers numerous factors in arranging for the purchase and sale of clients’ portfolio securities in order to achieve best execution for its clients. When selecting a broker, individuals making trades on behalf of GPIM clients consider the full range and quality of a broker’s services, including execution capability, commission rate, price, financial stability and reliability. GPIM is not obliged to merely get the lowest price or commission but also must determine whether the transaction represents the best qualitative execution for the account.

     

    In the event that multiple broker/dealers make a market in a particular security, GPIM’s Portfolio Managers are responsible for selecting the broker-dealer to use with respect to executing the transaction. The broker-dealer will be selected on the basis of how the transaction can be executed to achieve the most favorable execution for the client under the circumstances. In many instances, there may only be one counter-party active in a particular security at a given time. In such situations the Employee executing the trade will use his/her best effort to obtain the best execution from the counter-party.

     

    GPIM and the registrant have adopted certain compliance procedures which are designed to address these types of conflicts. However, there is no guarantee that such procedures will detect each and every situation in which a conflict arises.

     

    (a)(3) Portfolio Manager Compensation

    GPIM compensates the portfolio managers for their management of the registrant’s portfolio. Compensation is evaluated based on their contribution to investment performance relative to pertinent benchmarks and qualitatively based on factors such as teamwork and client service efforts. GPIM’s staff incentives may include: a competitive base salary, bonus determined by individual and firm wide performance, equity participation, and participation opportunities in various GPIM investments. All GPIM employees are also eligible to participate in a 401(k) plan to which GPIM may make a discretionary match after the completion of each plan year.

     

    (a)(4) Portfolio Manager Securities Ownership

     

    The following table discloses the dollar range of equity securities of the registrant beneficially owned by Mr. Serdensky as of November 30, 2023:

     

    Name of Portfolio Manager Dollar Amount of Equity Securities in Registrant
    Evan Serdensky none

      

     

    Item 9. Purchases of Equity Securities by Closed-End Management Investment Company and Affiliated Purchasers.

    None.

    Item 10. Submission of Matters to a Vote of Security Holders.

    The registrant has not made any material changes to the procedures by which shareholders may recommend nominees to the registrant’s Board of Trustees.

    Item 11. Controls and Procedures.

    (a) The registrant's principal executive officer and principal financial officer have evaluated the registrant's disclosure controls and procedures (as defined in Rule 30a-3(c) under the Investment Company Act) as of a date within 90 days of this filing and have concluded based on such evaluation, as required by Rule 30a-3(b) under the Investment Company Act, that the registrant's disclosure controls and procedures were effective, as of that date, in ensuring that information required to be disclosed by the registrant in this Form N-CSR was recorded, processed, summarized, and reported within the time periods specified in the Securities and Exchange Commission’s rules and forms.

    (b) There were no changes in the registrant’s internal control over financial reporting (as defined in Rule 30a-3(d) under the Investment Company Act) that occurred during the registrant’s period covered by this report that have materially affected, or are reasonably likely to materially affect, the registrant’s internal control over financial reporting.

    Item 12. Disclosure of Securities Lending Activities for Closed-End Management Investment Companies.

    (a) The registrant has not participated in securities lending activities during the period covered by this report.

    (b) Not applicable

    Item 13. Recovery of Erroneously Awarded Compensation.

    (a) Not applicable.

    (b) Not applicable.

    Item 14. Exhibits.

    (a)(1) Not applicable.

    (a)(2) Certifications of principal executive officer and principal financial officer pursuant to Rule 30a-2(a) under the Investment Company Act.

    (a)(3) Not applicable.

    (b)        Certification of principal executive officer and principal financial officer pursuant to Rule 30a-2(b) under the Investment Company Act and Section 906 of the Sarbanes-Oxley Act of 2002.

     

     
     

    SIGNATURES

     

    Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.

    (Registrant) Guggenheim Taxable Municipal Bond & Investment Grade Debt Trust

    By: /s/ Brian E. Binder

    Name: Brian E. Binder

    Title: President and Chief Executive Officer

    Date: February 2, 2024

    Pursuant to the requirements of the Securities Exchange Act of 1934 and the Investment Company Act of 1940, this report has been signed by the following persons on behalf of the registrant and in the capacities and on the dates indicated.

    By: /s/ Brian E. Binder

    Name: Brian E. Binder

    Title: President and Chief Executive Officer

    Date: February 2, 2024

    By: /s/ James Howley

    Name: James Howley

    Title: Chief Financial Officer, Chief Accounting Officer and Treasurer

    Date: February 2, 2024

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