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    SEC Form N-CSRS filed by High Income Securities Fund

    5/7/25 1:05:39 PM ET
    $PCF
    Trusts Except Educational Religious and Charitable
    Finance
    Get the next $PCF 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 811-05133


    High Income Securities Fund
    (Exact name of registrant as specified in charter)


    615 East Michigan Street
    Milwaukee, WI 53202
    (Address of principal executive offices) (Zip code)


    Andrew Dakos
    Bulldog Investors, LLP
    Park 80 West
    250 Pehl Avenue, Suite 708
    Saddle Brook, 07663
    (Name and address of agent for service)

    Copy to:
     
    Thomas R. Westle, Esq.
    Blank Rome LLP
    1271 Avenue of the Americas
    New York, NY 10020


    1-877-607-0414
    Registrant's telephone number, including area code



    Date of fiscal year end: August 31, 2025



    Date of reporting period: February 28, 2025


    Item 1. Reports to Stockholders.

    (a)







    High Income Securities Fund (PCF)



    Semi-Annual Report
    For the six months ended
    February 28, 2025

















    Table of Contents

     
    Letter to Stockholders
    1
    Portfolio Composition
    4
    Portfolio of Investments
    5
    Statement of Assets and Liabilities
    11
    Statement of Operations
    12
    Statements of Changes
    13
    Financial Highlights
    14
    Notes to Financial Statements
    16
    Privacy Policy
    49











    High Income Securities Fund


    April 29, 2025
     
    Dear Fellow Shareholders:
     
    The Fund currently pays monthly distributions at an annualized rate of at least 10% (or 0.8333% per month) of its net asset value (NAV) as of the last business day of the previous calendar year.  The targeted monthly distribution for calendar year 2025 is $0.0593 per share.  Please note that in some years, adhering to a managed distribution policy may require some capital to be returned to shareholders. The Fund will not know what percentage, if any, of its distributions will be characterized as a return of capital until after the end of the calendar year in which they are made.
     
    After accounting for distributions, the Fund’s NAV return was 4.65% for the first half of its fiscal year, i.e., from August 31, 2024 to February 28, 2025.  As of February 28, 2025, the Fund’s per share NAV was $7.15 vs. $7.19 on August 31, 2024.  We note that the NAV was diluted by 6.05% on August 9, 2024 as a result of the issuance of 11.86 million shares at $6.48 per share pursuant to the Fund’s rights offering, the primary purpose of which was to increase the proportion of shareholders that will actively participate in shareholder meetings.  As of February 28, 2025, the Fund’s shares were trading at $6.82, a discount of 4.62% to their then-current NAV.
     
    After completion of the rights offering, a special meeting was held in November 2024 at which shareholders approved (1) an investment advisory agreement with Bulldog Investors, LLP, and (2) changes to the Fund’s investment strategies and fundamental policies to expand the types of investments the Fund can make and to increase the Fund’s ability to pursue attractive investment opportunities.  In December 2024, the Fund completed a self-tender offer, purchasing 10,675,000 shares at a price of $7.07 per share (98% of the NAV per common share of $7.21).
     
    To generate sufficient cash to pay an attractive monthly distribution, the Fund seeks to acquire attractively valued investments that either (1) make regular cash distributions, or (2) are expected to result in a monetization event, e.g., a cash tender offer at a premium to the market price.  Conversely, the Fund will not invest in shares of firms like Berkshire Hathaway or Tesla because they are not currently expected to provide cash to investors.  A primary focus of the Fund’s investment strategy continues to be acquiring discounted shares of closed-end investment companies (“CEFs”) and business development companies (“BDCs”) that make regular distributions, as well as the senior securities, e.g., notes or preferred shares, of CEFs and BDCs (which we think have a negligible risk of defaulting) and of certain operating companies when they are attractively priced.  In addition, units or common shares issued by special purpose acquisition companies (“SPACs”) may comprise a significant percentage of the Fund’s portfolio.
     


    1

    High Income Securities Fund


    In some instances, the Fund will actively seek to influence a company to consider a monetization event.  For example, as part of a settlement reached in 2023 with MFS High Yield Municipal Trust (CMU) and MFS Investment Grade Municipal Trust (CXH) to avert a proxy contest, each fund has committed to provide a liquidity event, unless the discount shrinks to no more than 7.5% by mid-2025.  At that time, the discount for each of these CEFs was about 14%. The discounts have shrunk significantly, but each is still above 7.5%.  Suffice it to say that the clock is ticking.
     
    Since 2019, when the Fund liquidated its entire portfolio prior to conducting a large tender offer, the Fund has been using the ICE BofA Merrill Lynch 6 Month U.S. Treasury Bill Index (which was up 2.37% in the second half of fiscal year 2024, and 5.30% for the entire fiscal year) as its benchmark.  In light of the aforementioned expansion of the Fund’s investment parameters, the Board may determine whether another benchmark is more suitable going forward.
     
    The Fund’s investments in BDCs and CEFs have generally performed well.  Some of them have accretive share repurchase plans and, as noted, a number of them, sometimes at our urging, have adopted measures to enhance shareholder value.
     
    As discussed in our last letter, a shareholder lawsuit against Harvest Capital Credit Corporation, a BDC whose shares the Fund owned in 2021 and that merged into another BDC has been settled and we estimate the Fund will soon receive about $75,000 from the settlement.
     
    Lastly, we remind you that from time to time the Fund seeks instructions from its stockholders for voting its proxies for certain CEFs whose shares the Fund owns. The instruction forms are available at http://highincomesecuritiesfund.com. If you would like to receive an email notification when the Fund seeks proxy voting instructions for a CEF whose shares it owns, please email us at [email protected].
     
    Sincerely yours,
     
     
    Phillip Goldstein
    Chairman






    2

    High Income Securities Fund




    This chart assumes an initial gross investment of $10,000 made on 2/28/2015.
     
    Effective after the close of business on July 23, 2018, the Fund became internally managed and did not pay any external management fees from such date through the year ended August 31, 2024. On November 8, 2024, the Fund entered into an Investment Management Agreement with Bulldog Investors, LLP, and shareholders approved certain changes to the Fund’s investment objective, investment strategies, and investment restrictions. Accordingly, the information presented in this report with respect to the actions and results of the Fund from July 23, 2018 to November 8, 2024 are not material in making any conclusions as to the future performance of the Fund.
     
    Past Performance at a glance (unaudited)
     
    Average annual total returns for the periods ended 2/28/2025
     
     
    6 month
         
    Net assets value returns
    (not annualized)
    1 year
    5 years
    10 years
    High Income Securities Fund
    4.65%
      6.30%
    5.18%
    5.01%
             
    Market price returns
           
    High Income Securities Fund
    8.01%
    12.57%
    6.59%
    6.37%
             
    Index returns
           
    ICE BofA Merrill Lynch 6 Month Treasury Bill Index
    2.37%
      5.30%
    2.66%
    1.99%
             
    Share Price as of 2/28/2025
           
    Net asset value
         
    $7.15
    Market price
         
    $6.82

    The graph and table do not reflect the deduction of taxes that a shareholder would pay on fund distributions or the sale of fund shares.
     


    3

    High Income Securities Fund


    Generally, the Fund invests primarily in income producing or dividend paying U.S. and non-U.S. investments.
     
    Past performance does not predict future performance. The return and value of an investment will fluctuate so that an investor’s share, when sold, may be worth more or less than their original cost.
     
    Portfolio composition as of 2/28/2025 (unaudited)(1)
     
                   
    % of
     
       
    Value
       
    Cost
       
    Net Assets
     
    Closed-End Funds
     
    $
    52,740,565
       
    $
    48,845,693
         
    39.39
    %
    Special Purpose Acquisition Vehicles
       
    36,259,711
         
    35,441,866
         
    27.08
     
    Money Markets
       
    19,382,222
         
    19,382,222
         
    14.48
     
    Business Development Companies
       
    15,854,213
         
    15,280,389
         
    11.84
     
    Preferred Stocks
       
    6,176,644
         
    9,662,003
         
    4.61
     
    Trusts
       
    1,395,207
         
    1,218,665
         
    1.04
     
    Common Stocks
       
    1,127,368
         
    1,063,954
         
    0.84
     
    Real Estate Investment Trusts
       
    771,761
         
    2,186,609
         
    0.58
     
    Exchange Traded Funds
       
    468,175
         
    441,587
         
    0.34
     
    Warrants
       
    226,000
         
    133,924
         
    0.17
     
    Rights
       
    74,661
         
    60,414
         
    0.06
     
    Total Investments
     
    $
    134,476,527
       
    $
    133,717,326
         
    100.43
    %
    Liabilities in Excess of Other Assets
       
    (582,327
    )
               
    (0.43
    )
    Total Net Assets
     
    $
    133,894,200
                 
    100.00
    %

    (1)
    As a percentage of net assets.

    The following table represents the Fund’s investments categorized by country of risk as of February 28, 2025:
     
    Country
    % of Net Assets
    United States
    73.65%
    Cayman Islands
    26.70%
    Australia
        0.08%
     
    100.43%
    Liabilities in Excess of Other Assets
       -0.43%
     
    100.00%





    4

    High Income Securities Fund


    Portfolio of investments—February 28, 2025 (unaudited)

       
    Shares
       
    Value
     
    CLOSED-END FUNDS—39.4%
               
    abrdn Emerging Markets ex China Fund, Inc.
       
    64,960
       
    $
    333,245
     
    abrdn Japan Equity Fund, Inc.
       
    8,262
         
    47,506
     
    AllianceBernstein National Municipal Income Fund, Inc.
       
    424,029
         
    4,791,528
     
    Bancroft Fund Ltd.
       
    13,819
         
    251,929
     
    BlackRock Innovation and Growth Term Trust
       
    128,700
         
    915,057
     
    BNY Mellon Municipal Income, Inc.
       
    622,204
         
    4,467,425
     
    BNY Mellon Strategic Municipal Bond Fund, Inc.
       
    901,459
         
    5,435,798
     
    Clough Global Opportunities Fund
       
    127,292
         
    651,735
     
    Destra Multi-Alternative Fund
       
    166,851
         
    1,468,289
     
    DWS Municipal Income Trust
       
    306,394
         
    2,975,086
     
    Eaton Vance New York Municipal Bond Fund
       
    243,791
         
    2,398,903
     
    Ellsworth Growth and Income Fund Ltd.
       
    173,161
         
    1,677,930
     
    Gabelli Dividend & Income Trust
       
    151,344
         
    3,754,845
     
    GDL Fund
       
    80,907
         
    677,191
     
    Herzfeld Caribbean Basin Fund, Inc.
       
    137,319
         
    319,953
     
    Highland Income Fund
       
    10,000
         
    57,900
     
    MFS High Income Municipal Trust
       
    63,492
         
    242,539
     
    MFS High Yield Municipal Trust
       
    764,756
         
    2,753,122
     
    MFS Investment Grade Municipal Trust
       
    245,951
         
    1,999,582
     
    Morgan Stanley Emerging Markets Domestic Debt Fund, Inc.
       
    55,414
         
    265,433
     
    Neuberger Berman Municipal Fund, Inc.
       
    150,541
         
    1,615,305
     
    Neuberger Berman Next Generation Connectivity Fund, Inc.
       
    335,788
         
    4,408,896
     
    New America High Income Fund, Inc. (a)
       
    566,415
         
    4,644,603
     
    Platinum Asia Investments Ltd.
       
    168,578
         
    112,448
     
    Principal Real Estate Income Fund
       
    190,218
         
    2,023,919
     
    Saba Capital Income & Opportunities Fund
       
    92,574
         
    736,889
     
    Tortoise Energy Infrastructure Corp.
       
    77,156
         
    3,343,941
     
    Virtus Total Return Fund, Inc.
       
    63,174
         
    369,568
     
    Total Closed-End Funds (Cost $48,845,693)
               
    52,740,565
     
                     
    SPECIAL PURPOSE ACQUISITION COMPANIES (SPACS)—27.1%
                   
    AA Mission Acquisition Corp.—Class A (b)
       
    100,000
         
    1,021,000
     
    Ai Transportation Acquisition Corp. (b)
       
    10,000
         
    1,550
     
    Andretti Acquisition Corp. II—Class A (b)
       
    50,000
         
    505,500
     
    Ares Acquisition Corp. II (b)
       
    171,046
         
    1,893,479
     
    Bold Eagle Acquisition Corp.—Class A (b)
       
    100,000
         
    1,003,000
     


    The accompanying notes are an integral part of these financial statements.

    5

    High Income Securities Fund


    Portfolio of investments—February 28, 2025 (unaudited)

       
    Shares
       
    Value
     
    SPECIAL PURPOSE ACQUISITION COMPANIES (SPACS)—(continued)
               
    Cantor Equity Partners, Inc. (b)
       
    265,000
       
    $
    2,724,200
     
    Cayson Acquisition Corp. (b)
       
    45,000
         
    455,400
     
    Centurion Acquisition Corp. (b)
       
    156,250
         
    1,592,188
     
    Churchill Capital Corp. IX (b)
       
    2,444
         
    25,711
     
    Dynamix Corp. (b)
       
    105,820
         
    1,043,565
     
    EQV Ventures Acquisition Corp.—Class A (b)
       
    250,000
         
    2,507,500
     
    Eureka Acquisition Corp. (b)
       
    50,000
         
    512,500
     
    GigCapital7 Corp.—Class A (b)
       
    166,013
         
    1,673,577
     
    Haymaker Acquisition Corp. 4 (b)
       
    158,353
         
    1,724,464
     
    HCM II Acquisition Corp.—Class A (b)
       
    250,000
         
    2,535,000
     
    Iron Horse Acquisitions Corp. (b)
       
    32,232
         
    337,147
     
    Jackson Acquisition Co. II—Class A (b)
       
    100,000
         
    1,003,000
     
    Launch One Acquisition Corp. (b)
       
    150,000
         
    1,525,500
     
    Legato Merger Corp. III (b)
       
    40,196
         
    417,636
     
    Lionheart Holdings—Class A (b)
       
    73,338
         
    747,314
     
    M3-Brigade Acquisition V Corp.—Class A (b)
       
    255,249
         
    2,588,225
     
    Melar Acquisition Corp. I—Class A (b)
       
    75,000
         
    767,250
     
    Nabors Energy Transition Corp. II (b)
       
    39,885
         
    436,541
     
    Perceptive Capital Solutions Corp. (b)
       
    50,000
         
    514,000
     
    RF Acquisition Corp. II (b)
       
    180,782
         
    1,865,670
     
    Roman DBDR Acquisition Corp. II (b)
       
    125,000
         
    1,242,500
     
    Silverbox Corp. IV—Class A (b)
       
    110,050
         
    1,117,008
     
    SIM Acquisition Corp. I—Class A (b)
       
    150,000
         
    1,530,000
     
    Voyager Acquisition Corp. (b)
       
    290,284
         
    2,949,286
     
    Total Special Purpose Acquisition Companies (SPACS) (Cost $35,441,866)
               
    36,259,711
     
                     
    BUSINESS DEVELOPMENT COMPANIES—11.8%
                   
    CION Investment Corp.
       
    626,379
         
    7,854,793
     
    Logan Ridge Finance Corp.
       
    81,300
         
    2,028,435
     
    PhenixFIN Corp.
       
    19,218
         
    1,033,736
     
    Portman Ridge Finance Corp.
       
    131,630
         
    2,296,944
     
    Runway Growth Finance Corp.
       
    229,492
         
    2,640,305
     
    Total Business Development Companies (Cost $15,280,389)
               
    15,854,213
     


    The accompanying notes are an integral part of these financial statements.

    6

    High Income Securities Fund


    Portfolio of investments—February 28, 2025 (unaudited)

       
    Shares
       
    Value
     
    PREFERRED STOCKS—4.6%
               
                 
    Business Development Companies—1.7%
               
    OFS Credit Co., Inc., Series E, 5.25%, 12/31/2026
       
    60,000
       
    $
    1,431,900
     
    Oxford Lane Capital Corp., Series 2032, 7.95%, 02/29/2032
       
    32,500
         
    800,010
     
                 
    2,231,910
     
    Closed-End Funds—1.5%
                   
    XAI Octagon Floating Rate Alternative Income Trust,
                   
      Series 2026, 6.50%, 03/31/2026
       
    80,000
         
    2,005,600
     
                     
    Real Estate Investment Trusts—1.4%
                   
    Cedar Realty Trust, Inc.—Series C, Series C, 6.50%, Perpetual
       
    27,267
         
    425,093
     
    NexPoint Diversified Real Estate Trust—Series A, Series A, 5.50%, Perpetual
       
    94,082
         
    1,513,779
     
                 
    1,938,872
     
    Real Estate Operations and Development—0.0% (c)
                   
    Harbor Custom Development, Inc—Series A, Series A, 8.00%, Perpetual (a)
       
    131,166
         
    262
     
                     
    Retail—Catalog Shopping—0.0% (c)
                   
    Legacy IMBDS, Inc., 8.50%, 09/30/2026 (a)
       
    27,802
         
    0
     
    Total Preferred Stocks (Cost $9,662,003)
               
    6,176,644
     
                     
       
    Certificates
             
    TRUSTS—1.0%
                   
                     
    Trusts—1.0%
                   
    Copper Property CTL Pass Through Trust
       
    109,428
         
    1,395,207
     
    Total Trusts (Cost $1,218,665)
               
    1,395,207
     
                     
       
    Shares
             
    COMMON STOCKS—0.8%
                   
                     
    Business Development Companies—0.7%
                   
    Investcorp Credit Management BDC, Inc.
       
    131,169
         
    425,001
     
    OFS Capital Corp.
       
    66,663
         
    553,303
     
                 
    978,304
     
    Closed-End Funds—0.1%
                   
    SuRo Capital Corp. (b)
       
    22,933
         
    149,064
     
    Total Common Stocks (Cost $1,063,954)
               
    1,127,368
     
                     
    REAL ESTATE INVESTMENT TRUSTS—COMMON—0.6%
                   
                     
    Diversified REITs—0.6%
                   
    NexPoint Diversified Real Estate Trust
       
    155,597
         
    771,761
     
    Total Real Estate Investment Trusts—Common (Cost $2,186,609)
               
    771,761
     


    The accompanying notes are an integral part of these financial statements.

    7

    High Income Securities Fund


    Portfolio of investments—February 28, 2025 (unaudited)

       
    Shares
       
    Value
     
    EXCHANGE TRADED FUNDS—0.3%
               
    Horizon Kinetics Spac Active ETF
       
    4,700
       
    $
    468,174
     
    Total Exchange Traded Funds (Cost $441,587)
               
    468,174
     
                     
       
    Contracts
             
    WARRANTS—0.2%
                   
    AA Mission Acquisition Corp.,
                   
      Expires 08/01/2030,
                   
      Exercise Price $11.50 (b)
       
    50,000
         
    3,500
     
    Andretti Acquisition Corp. II,
                   
      Expires 10/24/2029,
                   
      Exercise Price $11.50 (b)
       
    25,000
         
    4,000
     
    Centurion Acquisition Corp.,
                   
      Expires 08/01/2029,
                   
      Exercise Price $11.50 (b)
       
    78,125
         
    13,281
     
    Churchill Capital Corp. IX,
                   
      Expires 06/11/2029,
                   
      Exercise Price $11.50 (b)
       
    611
         
    324
     
    Dynamix Corp.,
                   
      Expires 12/06/2029,
                   
      Exercise Price $11.50 (b)
       
    52,910
         
    14,815
     
    EQV Ventures Acquisition Corp.,
                   
      Expires 07/01/2031,
                   
      Exercise Price $11.50 (b)
       
    83,333
         
    33,333
     
    GigCapital7 Corp.,
                   
      Expires 09/11/2029,
                   
      Exercise Price $11.50 (b)
       
    166,013
         
    12,451
     
    HCM II Acquisition Corp.,
                   
      Expires 10/10/2029,
                   
      Exercise Price $11.50 (b)
       
    125,000
         
    18,750
     
    Launch One Acquisition Corp.,
                   
      Expires 08/29/2029,
                   
      Exercise Price $11.50 (b)
       
    75,000
         
    12,000
     
    Legato Merger Corp. III,
                   
      Expires 03/28/2029,
                   
      Exercise Price $11.50 (b)
       
    20,098
         
    4,219
     
    Lionheart Holdings,
                   
      Expires 08/09/2029,
                   
      Exercise Price $11.50 (b)
       
    36,669
         
    4,400
     
    M3-Brigade Acquisition V Corp.,
                   
      Expires 09/23/2030,
                   
      Exercise Price $11.50 (b)
       
    127,625
         
    33,183
     


    The accompanying notes are an integral part of these financial statements.

    8

    High Income Securities Fund


    Portfolio of investments—February 28, 2025 (unaudited)

       
    Contracts
       
    Value
     
    WARRANTS—(continued)
               
    Melar Acquisition Corp. I,
               
      Expires 06/01/2031,
               
      Exercise Price $11.50 (b)
       
    37,500
       
    $
    5,002
     
    Relativity Acquisition Corp.,
                   
      Expires 02/11/2027,
                   
      Exercise Price $11.50 (a)(b)
       
    21,700
         
    0
     
    Roman DBDR Acquisition Corp. II,
                   
      Expires 02/03/2030,
                   
      Exercise Price $11.50 (b)
       
    62,500
         
    21,250
     
    Silverbox Corp. IV,
                   
      Expires 09/24/2029,
                   
      Exercise Price $11.50 (b)
       
    36,683
         
    12,472
     
    SIM Acquisition Corp. I,
                   
      Expires 08/28/2029,
                   
      Exercise Price $11.50 (b)
       
    75,000
         
    11,250
     
    Voyager Acquisition Corp.,
                   
      Expires 05/16/2031,
                   
      Exercise Price $11.50 (b)
       
    145,142
         
    21,771
     
    Total Warrants (Cost $133,924)
               
    226,001
     
                     
       
    Shares
             
    RIGHTS—0.1%
                   
    Bold Eagle Acquisition Corp.,
                   
      Expires 10/11/2029,
                   
      Exercise Price $10.00 (b)
       
    100,000
         
    22,000
     
    Cayson Acquisition Corp.,
                   
      Expires 06/24/2026,
                   
      Exercise Price $10.00 (b)
       
    45,000
         
    5,850
     
    Eureka Acquisition Corp.,
                   
      Expires 01/03/2026,
                   
      Exercise Price $10.00 (b)
       
    50,000
         
    12,500
     
    Flag Ship Acquisition Corp.,
                   
      Expires 03/31/2026,
                   
      Exercise Price $0.11 (b)
       
    137,500
         
    27,156
     
    IB Acquisition Corp.,
                   
      Expires 09/28/2025,
                   
      Exercise Price $10.00 (b)
       
    129,140
         
    7,155
     
    Total Rights (Cost $60,414)
               
    74,661
     


    The accompanying notes are an integral part of these financial statements.

    9

    High Income Securities Fund


    Portfolio of investments—February 28, 2025 (unaudited)

       
    Shares
       
    Value
     
    SHORT-TERM INVESTMENTS—14.5%
               
                 
    Money Market Funds—14.5%
               
    Fidelity Investments Money Market Funds—
               
      Government Portfolio—Class Institutional, 4.23% (d)
       
    9,691,111
       
    $
    9,691,111
     
    STIT—Treasury Portfolio—Class Institutional, 4.25% (d)
       
    9,691,111
         
    9,691,111
     
    Total Short-Term Investments (Cost $19,382,222)
               
    19,382,222
     
    Total Investments—100.4% (Cost $133,717,326)
               
    134,476,527
     
    Liabilities in Excess of Other Assets—(0.4)%
               
    (582,327
    )
    Total Net Assets—100.0%
             
    $
    133,894,200
     

    Percentages are stated as a percent of net assets.
    REIT—Real Estate Investment Trust

    (a)
    Fair value determined using significant unobservable inputs in accordance with procedures established by and under the supervision of the Fund’s Board of Trustees. These securities represented $4,644,865 or 3.5% of net assets as of February 28, 2025.
    (b)
    Non-income producing security.
    (c)
    Represents less than 0.05% of net assets.
    (d)
    The rate shown represents the 7-day annualized effective yield as of February 28, 2025.




    The accompanying notes are an integral part of these financial statements.

    10

    High Income Securities Fund


    Statement of assets and liabilities—February 28, 2025 (unaudited)

    Assets:
         
    Investments, at value  (Cost $131,034,634)
     
    $
    134,476,527
     
    Foreign currencies (Cost $9,484)
       
    9,297
     
    Dividends and interest receivable
       
    97,699
     
    Receivable for investments sold
       
    14,538
     
    Other assets
       
    368,618
     
    Total assets
       
    134,966,679
     
             
    Liabilities:
           
    Expenses and fees:
           
    Officers
       
    298,645
     
    Investments purchased
       
    268,228
     
    Trustees
       
    188,361
     
    Administration
       
    103,720
     
    Legal
       
    82,774
     
    Chief Compliance Officer
       
    41,143
     
    Audit
       
    40,171
     
    Insurance
       
    15,441
     
    Miscellaneous
       
    11,026
     
    Other
       
    10,878
     
    Custody
       
    9,658
     
    Registration
       
    2,434
     
    Total liabilities
       
    1,072,479
     
    Net assets
     
    $
    133,894,200
     
             
    Net assets consist of:
           
    Paid-in Capital (Unlimited shares authorized)
     
    $
    133,432,866
     
    Accumulated deficit
       
    461,334
     
    Net assets
     
    $
    133,893,937
     
    Net asset value per share ($133,894,200 applicable to
           
      18,716,450 shares outstanding)
     
    $
    7.15
     



    The accompanying notes are an integral part of these financial statements.

    11

    High Income Securities Fund


    Statement of operations

       
    For the
     
       
    six months ended
     
       
    February 28, 2025
     
       
    (Unaudited)
     
    Investment income:
         
    Dividends
     
    $
    5,364,562
     
    Interest
       
    1,062,186
     
    Other
       
    33,358
     
    Total investment income
       
    6,460,106
     
             
    Expenses and Fees:
           
    Advisor
       
    381,878
     
    Officers
       
    323,812
     
    Trustees
       
    251,644
     
    Legal
       
    179,782
     
    Administration
       
    137,018
     
    Insurance
       
    82,771
     
    Compliance
       
    71,144
     
    Registration
       
    55,945
     
    Transfer agency
       
    51,329
     
    Other
       
    32,700
     
    Reports and notices to shareholders
       
    28,180
     
    Custody
       
    15,847
     
    Audit
       
    6,271
     
    Accounting
       
    3,117
     
    Total expenses
       
    1,621,438
     
    Net expenses
       
    1,621,438
     
    Net investment income
       
    4,838,668
     
             
    Net realized and unrealized gain from investment activities:
           
    Net realized loss from:
           
    Investments
       
    (1,897,769
    )
    Foreign currency translations
       
    (579
    )
    Net realized loss
       
    (1,898,348
    )
    Change in net unrealized appreciation/depreciation on:
           
    Investments
       
    3,711,080
     
    Foreign currency translations
       
    (187
    )
    Change in net unrealized appreciation/depreciation on investments
       
    3,711,080
     
    Net realized and unrealized gain from investment activities
       
    1,812,282
     
    Increase in net assets resulting from operations
     
    $
    6,650,950
     


    The accompanying notes are an integral part of these financial statements.

    12

    High Income Securities Fund


    Statements of changes in net assets applicable to common shareholders

       
    For the
           
       
    six months ended
       
    For the
     
       
    February 28, 2025
       
    year ended
     
       
    (Unaudited)
       
    August 31, 2024
     
    From operations:
               
    Net investment income
     
    $
    4,838,668
       
    $
    6,330,432
     
    Net realized gain (loss) on investments
       
    (1,898,611
    )
       
    5,985,564
     
    Change in net unrealized
                   
      appreciation/depreciation on investments
       
    3,711,080
         
    5,799,309
     
    Net increase in net assets resulting from operations
       
    6,650,950
         
    18,115,305
     
                     
    Distributions paid to shareholders:
                   
    Distributions
       
    (8,868,379
    )
       
    (10,541,980
    )
    Return of capital
       
    —
         
    (3,154,292
    )
    Total dividends and distributions paid to shareholders
       
    (8,868,379
    )
       
    (13,696,272
    )
                     
    Capital Stock Transactions (Note 5)
                   
    Issuance of common stock through rights offering
       
    —
         
    76,855,828
     
    Redemptions in kind
       
    —
         
    —
     
    Repurchase of common stock through tender offer
       
    (75,472,250
    )
       
    —
     
    Total capital stock transactions
       
    (75,472,250
    )
       
    76,855,828
     
    Net increase (decrease) in net assets
                   
      applicable to common shareholders
       
    (77,689,679
    )
       
    81,274,861
     
                     
    Net assets applicable to common shareholders:
                   
    Beginning of period
     
    $
    211,583,616
       
    $
    130,308,755
     
    End of period
     
    $
    133,893,937
       
    $
    211,583,616
     
                     
    Number of Fund Shares
                   
    Shares outstanding at beginning of period
       
    29,391,450
         
    17,530,463
     
    Shares issued
       
    —
         
    11,860,987
     
    Shares redeemed
       
    10,675,000
         
    —
     
    Shares outstanding at end of period
       
    18,716,450
         
    29,391,450
     


    The accompanying notes are an integral part of these financial statements.


    13

    High Income Securities Fund


    Financial highlights

    Selected data for a share of common stock outstanding throughout each year/period is presented below:

       
    For the six
     
       
    months ended
     
       
    February 28, 2025
     
       
    (Unaudited)
     
    Net asset value, beginning of year/period
     
    $
    7.20
     
    Net investment income(1)
       
    0.20
     
    Net realized and unrealized gains (losses) from investment activities
       
    0.19
     
    Total from investment operations
       
    0.39
     
             
    Less distributions:
           
    Net investment income
       
    (0.37
    )
    Net realized gains from investment activities
       
    —
     
    Return of capital
       
    —
     
    Total distributions
       
    (0.37
    )
    Increase from shares repurchased
       
    —
     
    Anti-dilutive effect of Tender Offer
       
    (0.07
    )
    Dilutive effect of Rights Offer
       
    —
     
    Net asset value, end of year/period
     
    $
    7.15
     
    Market price, end of year/period
     
    $
    6.82
     
    Total market price return(2)
       
    8.01
    %
             
    Ratio to average net assets:
           
    Ratio of expenses to average net assets
       
    1.84
    %
    Ratio of net investment income to average net assets
       
    5.51
    %
             
    Supplemental data:
           
    Net assets, end of year/period (000’s)
     
    $
    133,894
     
    Portfolio turnover
       
    27
    %

    (1)
    Per share net investment income has been determined on the basis of the average number of shares outstanding during the period.
    (2)
    Total market price return is calculated assuming a $10,000 purchase of common stock at the current market price on the first day of each period reported and a sale at the current market price on the last day of each period reported.



    The accompanying notes are an integral part of these financial statements.

    14

    High Income Securities Fund


    Financial highlights (continued)



    For the years ended August 31,
     
    2024
       
    2023
       
    2022
       
    2021
       
    2020
     
    $
    7.43
       
    $
    7.87
       
    $
    9.31
       
    $
    8.65
       
    $
    9.49
     
     
    0.35
         
    0.36
         
    0.31
         
    0.21
         
    0.38
     
     
    0.63
         
    (0.02
    )
       
    (0.43
    )
       
    2.01
         
    (0.32
    )
     
    0.98
         
    0.34
         
    (0.12
    )
       
    2.22
         
    0.06
     
                                         
                                         
     
    (0.57
    )
       
    (0.40
    )
       
    (0.34
    )
       
    (0.33
    )
       
    (0.34
    )
     
    —
         
    —
         
    (0.32
    )
       
    (0.43
    )
       
    (0.05
    )
     
    (0.17
    )
       
    (0.38
    )
       
    (0.24
    )
       
    (0.19
    )
       
    (0.51
    )
     
    (0.74
    )
       
    (0.78
    )
       
    (0.90
    )
       
    (0.95
    )
       
    (0.90
    )
     
    —
         
    —
         
    0.00
         
    0.00
         
    0.00
     
     
    —
         
    —
         
    —
         
    —
         
    —
     
     
    (0.47
    )
       
    —
         
    (0.42
    )
       
    (0.61
    )
       
    —
     
    $
    7.20
       
    $
    7.43
       
    $
    7.87
       
    $
    9.31
       
    $
    8.65
     
    $
    6.67
       
    $
    6.76
       
    $
    7.15
       
    $
    9.92
       
    $
    8.10
     
     
    10.54
    %
       
    6.35
    %
       
    -19.66
    %
       
    36.37
    %
       
    9.86
    %
                                         
                                         
     
    1.04
    %
       
    0.95
    %
       
    1.03
    %
       
    1.57
    %
       
    1.89
    %
     
    4.72
    %
       
    4.90
    %
       
    3.71
    %
       
    2.30
    %
       
    4.30
    %
                                         
                                         
    $
    211,584
       
    $
    130,309
       
    $
    138,001
       
    $
    88,328
       
    $
    48,129
     
     
    84
    %
       
    52
    %
       
    74
    %
       
    93
    %
       
    81
    %







    15

    High Income Securities Fund


    Notes to financial statements

    High Income Securities Fund (the “Fund”) is a Massachusetts business trust, which is registered under the Investment Company Act of 1940, as amended, as a diversified closed-end management investment company. Effective July 24, 2018 the Fund changed its name to High Income Securities Fund.
     
    The goal of the Fund is to provide high current income. The Fund seeks to generate sufficient cash from interest, dividends and other distributions, and liquidity events such as self-tender offers, mergers or liquidations from portfolio securities to enable the Fund to make high monthly distributions to shareholders.
     
    The Fund is an investment company and accordingly follows the investment company accounting and reporting guidance of the Financial Accounting Standards Board (FASB) Accounting Standard Codification Topic 946 “Financial Services – Investment Companies”.
     
    The Fund’s shares trade on a stock exchange at market prices, which may be higher or lower than the Fund’s net asset value.
     
    In the normal course of business, the Fund enters into contracts that may include agreements to indemnify another party under given circumstances. The Fund’s maximum exposure under these arrangements is unknown as this would involve future claims that may be, but have not yet been made against the Fund. However, the Trustees expect the risk of material loss to be remote.
     
    Under the Fund’s Agreement and Declaration of Trust, any claims asserted against or on behalf of the Fund, including claims against Trustees and Officers, must be brought in state and federal courts located within the Commonwealth of Massachusetts.
     
    Note 1: Significant Accounting Policies
    The following is a summary of significant accounting policies consistently followed by the Fund in the preparation of its financial statements. The preparation of financial statements is in conformity with accounting principles generally accepted in the United States of America and requires management to make estimates and assumptions that affect the reported amounts of assets and liabilities in the financial statements and the reported amounts of increases and decreases in net assets from operations. Actual results could differ from those estimates.
     
    Security valuation—Portfolio securities and other investments are valued using policies and procedures adopted by the Board of Trustees of the Fund (the “Board”). The Board’s Audit & Valuation Committee (the “Committee”) oversees the implementation of these procedures.
     
    Investments for which market quotations are readily available are valued at the last reported sales price on their principal exchange, or official closing price for
     


    16

    High Income Securities Fund


    Notes to financial statements

    certain markets, and are classified as Level 1 securities under Accounting Standards Codification 820 Fair Value Measurements and Disclosures (ASC 820). If no sales are reported, as in the case of some securities that are traded OTC, a security is valued at its last reported bid price and is generally categorized as a Level 2 security.
     
    Investments in open-end investment companies (excluding exchange-traded funds), if any, which can be classified as Level 1 or Level 2 securities, are valued based on their net asset value. The net asset value of such investment companies equals the total value of their assets less their liabilities and divided by the number of their outstanding shares.
     
    Market quotations are not considered to be readily available for certain debt obligations (including short-term investments with remaining maturities of 60 days or less) and other investments; such investments are valued on the basis of valuations furnished by an independent pricing service approved by the Trustees. Such services or dealers determine valuations for normal institutional-size trading units of such securities using methods based on market transactions for comparable securities and various relationships, generally recognized by institutional traders, between securities (which consider such factors as security prices, yields, maturities and ratings). These securities will generally be categorized as Level 2.
     
    To the extent a pricing service or dealer is unable to value a security, the security will be valued at fair value in accordance with policies and procedures approved by the Trustees. Certain investments, including certain restricted and illiquid securities and derivatives, are also valued at fair value following procedures approved by the Trustees. These valuations consider such factors as significant market or specific security events such as interest rate or credit quality changes, various relationships with other securities, discount rates, U.S. Treasury, U.S. swap and credit yields, index levels, convexity exposures, recovery rates, sales and other multiples and resale restrictions. These securities are classified as Level 2 or as Level 3 depending on the priority of the significant inputs.
     
    To assess the continuing appropriateness of fair valuations, the Committee reviews and affirms the reasonableness of such valuations on a regular basis after considering all relevant information that is reasonably available. Such valuations and procedures are reviewed periodically by the Trustees. The fair value of securities is generally determined as the amount that the Fund could reasonably expect to realize from an orderly disposition of such securities over a reasonable period of time. By its nature, a fair value price is a good faith estimate of the value of a security in a current sale and does not reflect an actual market price, which may be different by a material amount.
     


    17

    High Income Securities Fund


    Notes to financial statements

    The Fund has adopted fair valuation accounting standards that establish an authoritative definition of fair value and set out a hierarchy for measuring fair value. These standards require additional disclosures about the various input and valuation techniques used in measuring fair value. Fair value inputs are summarized in the three broad levels listed below:
     
    Level 1—
    Unadjusted quoted prices in active markets for identical assets or liabilities that the Fund has the ability to access.
       
    Level 2—
    Observable inputs other than quoted prices included in Level 1 that are observable for the asset or liability, either directly or indirectly. These inputs may include quoted prices for the identical instrument on an inactive market, prices for similar instruments, interest rates, prepayment speeds, credit risk, yield curves, default rates and similar data.
       
    Level 3—
    Unobservable inputs for the asset or liability, to the extent relevant observable inputs are not available, representing the Fund’s own assumptions about the assumptions a market participant would use in valuing the asset or liability, and would be based on the best information available.

     

     

     

     

     


    18

    High Income Securities Fund


    Notes to financial statements

    The following is a summary of the fair valuations according to the inputs used as of February 28, 2025 in valuing the Fund’s investments:
     
       
    Quoted Prices in
                       
       
    Active Markets
                       
       
    for Identical
       
    Significant Other
       
    Unobservable
           
       
    Investments
       
    Observable Inputs
       
    Inputs
           
       
    (Level 1)
       
    (Level 2)
       
    (Level 3)
       
    Total
     
    Investments:
                           
    Closed-End Funds
     
    $
    48,095,962
       
    $
    —
       
    $
    4,644,603
       
    $
    52,740,565
     
    Special Purpose
                                   
      Acquisition Companies (SPACs)
       
    30,635,162
         
    5,624,549
         
    —
         
    36,259,711
     
    Business Development Companies
       
    15,854,213
         
    —
         
    —
         
    15,854,213
     
    Preferred Stocks
       
    6,176,382
         
    —
         
    262
         
    6,176,644
     
    Trusts
       
    1,395,207
         
    —
         
    —
         
    1,395,207
     
    Common Stocks
       
    1,127,368
         
    —
         
    —
         
    1,127,368
     
    Real Estate Investment Trusts
       
    771,761
         
    —
         
    —
         
    771,761
     
    Exchange Traded Funds
       
    468,175
         
    —
         
    —
         
    468,175
     
    Warrants
       
    178,164
         
    47,836
         
    —
         
    226,000
     
    Rights
       
    74,661
         
    —
         
    —
         
    74,661
     
    Money Market Funds
       
    19,382,222
         
    —
         
    —
         
    19,382,222
     
    Total
     
    $
    124,159,277
       
    $
    5,672,385
       
    $
    4,644,865
       
    $
    134,476,527
     

    At the start and close of the reporting period, Level 3 investments in securities represented approximately 1% of the fund’s net assets and were not considered a significant portion of the fund’s portfolio.
     
    The average monthly shares amount of warrants during the period was 873,801. The average monthly market value of warrants during the period was $118,235.
     


    19

    High Income Securities Fund


    Notes to financial statements

    The fair value of derivative instruments as reported within the Schedule of Investments as of February 28, 2025:
     
    Derivatives not accounted
    Statement of Assets &
     
    for as hedging instruments
    Liabilities Location
    Value
    Equity Contracts—Warrants
    Investments, at value
    $226,001

    The effect of derivative instruments on the Statement of Operations for the period ended February 28, 2025:
     
     
    Amount of Realized Gain on Derivatives Recognized in Income
    Derivatives not accounted
    Statement of
     
    for as hedging instruments
    Operations Location
    Value
    Equity Contracts—Warrants
    Net Realized Loss on Investments
    $(2,812)
       
     
    Change in Unrealized Appreciation (Depreciation)
     
    on Derivatives Recognized in Income
    Derivatives not accounted
    Statement of
     
    for as hedging instruments
    Operations Location
    Total
    Equity Contracts—Warrants
    Net change in unrealized appreciation of investments
    $113,096

    Investment transactions and investment income—Security transactions and related investment income security transactions are recorded on the trade date (the date the order to buy or sell is executed). Realized gains or losses on securities sold are determined on the identified cost basis. Interest income, net of any applicable withholding taxes, is recorded on the accrual basis. Dividend income, net of any applicable withholding taxes, is recognized on the ex-dividend date except that certain dividends from foreign securities, if any, are recognized as soon as the Fund is informed of the ex-dividend date. Non-cash dividends, if any, are recorded at the fair value of the securities received. Market discounts, original issue discounts and market premiums on debt securities are accreted/amortized to interest income over the life of the security with a corresponding increase/decrease in the cost basis of that security using the yield to maturity method, or where applicable, the first call date of the security. Dividends representing a return of capital or capital gains, if any, are reflected as a reduction of cost and/or as a realized gain.
     
    Note 2: Federal Tax Status
    The Fund has elected to be taxed as a “regulated investment company” and intends to distribute substantially all of its taxable income within the prescribed time period and otherwise comply with the provisions of the Internal Revenue Code of 1986, as amended (the Code), applicable to regulated investment companies. It is also the intention of the Fund to distribute an amount sufficient to avoid imposition of any excise tax under Section 4982 of the Code.
     


    20

    High Income Securities Fund


    Notes to financial statements

    The tax character of distributions paid to shareholders during the fiscal year ended August 31, 2024 and August 31, 2023 are as follows:
     
       
    August 31, 2024
       
    August 31, 2023
     
    Ordinary Income
     
    $
    10,541,980
       
    $
    6,973,091
     
    Return of capital
       
    3,154,292
         
    6,616,524
     
    Long Term Capital Gain Distribution
       
    —
         
    —
     
    Total distributions paid
     
    $
    13,696,272
       
    $
    13,589,615
     

    The Fund is subject to the provisions of Accounting Standards Codification 740 Income Taxes (ASC 740). ASC 740 sets forth a minimum threshold for financial statement recognition of the benefit of a tax position taken or expected to be taken in a tax return. The Fund did not have a liability to record for any unrecognized tax benefits in the accompanying financial statements. No provision has been made for federal taxes on income, capital gains or unrealized appreciation on securities held nor for excise tax on income and capital gains. Each of the Fund’s federal tax returns for the prior three fiscal years remains subject to examination by the Internal Revenue Service.
     
    At August 31, 2024, the Fund did not defer, on a tax basis, late year losses; the Fund did not have any capital loss carryover available to offset future net capital gain.
     
    Distributions to shareholders—Distributions to shareholders from net investment income are recorded by the Fund on the ex-dividend date. The Fund currently makes monthly distributions at an annual rate of at least 10% per annum (or 0.8333% per month). The current distributions for 2025 are based on the net asset value of $7.11 of the Fund’s common shares as of the last business day of 2024. To the extent that sufficient investment income is not available on a monthly basis, the distributions may include capital gains and return of capital. Distributions from capital gains, if any, are recorded on the ex-dividend date and paid at least annually. The amount and character of income and gains to be distributed are determined in accordance with income tax regulations, which may differ from generally accepted accounting principles. These differences include temporary and/or permanent differences from losses on wash sale transactions, from nontaxable dividends, from dividends payable, from amortization and accretion, from contingent payment debt and from deemed distributions. To the extent these differences are permanent in nature, such amounts are reclassified within the capital accounts based on their federal tax-basis treatment; temporary differences do not require reclassification.
     
    Reclassifications are made to the Fund’s capital accounts to reflect income and gains available for distribution (or available capital loss carryovers) under income tax regulations. During the year ended August 31, 2024, the Fund reclassified $3,085,529 to decrease paid-in capital and $3,085,529 to increase distributable earnings.
     


    21

    High Income Securities Fund


    Notes to financial statements

    Tax cost of investments includes adjustments to net unrealized appreciation (depreciation) which may not necessarily be final tax cost basis adjustments, but closely approximate the tax basis unrealized gains and losses that may be realized and distributed to shareholders. The tax basis components of distributable earnings and the federal tax cost as of the close of the reporting period were as follows:
     
    Tax cost of investments
     
    $
    212,476,242
     
    Unrealized appreciation
       
    9,943,407
     
    Unrealized depreciation
       
    (10,547,151
    )
    Net unrealized depreciation
       
    (603,744
    )
    Undistributed ordinary income
       
    —
     
    Undistributed long-term gains
       
    —
     
    Total distributable earnings
       
    —
     
    Other accumulated losses and other temporary differences
       
    —
     
    Total accumulated loss
     
    $
    (603,744
    )

    As of August 31, 2024, the Fund utilized capital loss carryforwards of short term and long term capital gains in the amounts of $503,729 and $1,303,185, respectively.
     
    Note 3: Management Fee, Administrative Services and Other Transactions
    On November 8, 2024, the Fund entered into an Investment Management Agreement with Bulldog Investors, LLP. Effective November 8, 2024, the Fund pays each of its trustees who is not a director, officer or employee of Bulldog Investors, LLP, Fund services or any affiliate thereof an annual fee of $40,000, paid quarterly in advance. In addition, until November 8, 2024, the members of the Investment Committee were compensated by the Fund for their positions on the Investment Committee in the amount of $150,000 each for Mr. Phillip Goldstein and Mr. Andrew Dakos, and $75,000 for Mr. Rajeev Das on an annual basis paid monthly in advance. Ms. Stephanie Darling receives annual compensation in the amount of $72,000, paid monthly, for serving as the Fund’s Chief Compliance Officer (“CCO”). In addition, the Fund reimburses the trustees and the CCO for travel and out-of-pocket expenses incurred in connection with Board of Trustees’ meetings.
     
    U.S. Bancorp Fund Services, LLC doing business as U.S. Bank Global Fund Services (“Fund Services”), an indirect wholly-owned subsidiary of U.S. Bancorp, acts as the Fund’s Administrator under an Administration Agreement. Fund Services prepares various federal and state regulatory filings, reports and returns for the Fund; prepares reports and materials to be supplied to the Trustees; monitors the activities of the Fund’s custodian, transfer agent and accountants; coordinates the preparation and payment of the Fund’s expenses; and reviews the Fund’s expense accruals. Fund Services also serves as the Fund’s accountant and U.S. Bank, N.A. (“U.S. Bank”), an affiliate of Fund Services, serves as the Fund’s custodian.



    22

    High Income Securities Fund


    Notes to financial statements

    Note 4: Purchases and Sales of Securities
    During the six months ended February 28, 2025, the cost of purchases and the proceeds from sales, excluding short-term investments, were as follows:
     
       
    Cost of purchases
     
    Proceeds from sales
    Investments in securities (Long-term)
     
    $
    35,025,255
       
    $
    63,069,908
     
    U.S. government securities (Long-term)
       
    —
         
    —
     
    Total
     
    $
    35,025,255
       
    $
    63,069,908
     

    Note 5: Capital Share Transactions
    The Fund completed an offering to purchase up to 10,675,000 of the Fund’s common shares at 98% of the per share net asset value (“NAV”) on December 9, 2024. At the expiration of the offer on December 9, 2024, a total of 11,885,085 shares were validly tendered. As the total number of common shares tendered exceeded 10,675,000 shares, approximately 90% of the shares tendered by each tendering shareholder were accepted for payment at a price of $7.07 per share (98% of the NAV per common share of $7.21).
     
    The Fund completed an offering to issue up to 100% of the Fund’s shares outstanding at 97% of the volume weighted average market price per share for the three consecutive trading days ending on the Expiration Date on August 9, 2024. At the expiration of the offer on August 9, 2024, a total of 11,860,987 rights or approximately 68% of the Fund’s outstanding common shares were validly exercised.
     
    The Fund completed an offering to issue up to 100% of the Fund’s shares outstanding at 95% of the volume weighted average market price per share for the three consecutive trading days ending on the trading day after the Expiration Date on October 22, 2021.  At the expiration of the offer on October 22, 2021, a total of 8,042,590 rights or approximately 84.77% of the Fund’s outstanding common shares were validly exercised.
     
    The Fund completed an offering to issue up to 100% of the Fund’s shares outstanding at 95% of the volume weighted average market price per share for the three consecutive trading days ending on the trading day after the Expiration Date on January 29, 2021. At the expiration of the offer on January 29, 2021, a total of 3,922,867 rights or approximately 70.49% of the Fund’s outstanding common shares were validly exercised.
     
    For the period September 1, 2023 through August 31, 2024 there were no common shares repurchased.
     


    23

    High Income Securities Fund


    Notes to financial statements

    Note 6: Other Matters
    On November 8, 2024, shareholders approved (i) a new investment management agreement (the “Advisory Agreement”) with Bulldog Investors, LLP (“Bulldog”), pursuant to which Bulldog serves as the investment adviser of the Fund and (ii) certain changes to the Fund’s current investment objective, investment strategies and investment restrictions (collectively, the “Investment Changes”). The Advisory Agreement and the Investment Changes are more fully described in the Fund’s Definitive Proxy Statement filed with the Securities and Exchange Commission on September 13, 2024.
     
    Note 7: Market and Other Risks of Investing in the Fund
    Overall market risk may affect the value of individual instruments in which the Fund invests. The Fund is subject to the risk that the securities markets will move down, sometimes rapidly and unpredictably, based on overall economic conditions and other factors, which may negatively affect the Fund’s performance. Factors such as domestic and foreign (non-U.S.) economic growth and market conditions, real or perceived adverse economic or political conditions, military conflict, acts of terrorism, social unrest, natural disasters, recession, inflation, changes in interest rate levels, supply chain disruptions, sanctions, the spread of infectious illness or other public health threats, lack of liquidity in the markets, volatility in the securities markets, adverse investor sentiment affect the securities markets and political events affect the securities markets. Securities markets also may experience long periods of decline in value. When the value of the Fund’s investments goes down, your investment in the Fund decreases in value and you could lose money.
     
    Local, state, regional, national or global factors or events could have a significant impact on the Fund and its investments and could result in decreases to the Fund’s net asset value. Political, geopolitical, economic, social, natural and other factors or events, including war, military conflicts, terrorism, trade disputes, tariff arrangements, sanctions, cybersecurity attacks, government shutdowns, market closures, recessions, natural and environmental disasters, epidemics, pandemics and other public health crises and related events and governments’ reactions to such events have led, and in the future may lead, to economic uncertainty, decreased economic activity, increased market volatility and other disruptive effects on U.S. and global economies and markets. The extent and duration of such factors and events and resulting market disruptions cannot be predicted. Such events may have significant adverse direct or indirect effects on the Fund and its investments. For example, ongoing armed conflicts between Russia and Ukraine in Europe and among Israel, Hamas and other militant groups in the Middle East, have caused and could continue to cause significant market disruptions and volatility within the markets in Russia, Europe, the Middle East and the United States. The hostilities and sanctions resulting from those hostilities
     


    24

    High Income Securities Fund


    Notes to financial statements

    have and could continue to have a significant impact on certain Fund investments, as well as Fund performance. In addition, a widespread health crisis such as a global pandemic could cause substantial market volatility, exchange trading suspensions and closures, impact the ability to complete redemptions, and affect Fund performance. A health crisis may exacerbate other pre-existing political, social and economic risks. The increasing interconnectedness of markets around the world may result in many markets being affected by events or conditions in a single country or region or events affecting a single or small number of issuers.
     
    For further information on the Fund’s risks, please refer to the “Investment Objective, Investment Strategies and Risk Factors” section below.

    Note 8: Additional Information
    Notice is hereby given in accordance with Section 23(c) of the Investment Company Act of 1940 that the Fund may purchase, from time to time, shares of its common stock in the open market.
     
    Note 9: Subsequent Events
    In preparing these financial statements, management has evaluated events and transactions for potential recognition or disclosure resulting from subsequent events through the date the financial statements were available to be issued. Management has determined that there were no subsequent events that would need to be disclosed in the Fund’s financial statements.
     






    25

    High Income Securities Fund


    General information (unaudited)

    The Fund
    High Income Securities Fund (the “Fund”) is a diversified, closed-end management investment company whose common shares trade on the New York Stock Exchange (“NYSE”).  The Fund’s NYSE trading symbol is “PCF.”
     
    The following describes the Fund’s investment objective, investment strategies and risk factors.
     
    Investment Objective, Investment Strategies, and Risk Factors
    The Fund’s investment objective is to seek to provide shareholders with high current income.  In accordance with this investment objective, the Fund will seek to generate sufficient cash from interest, dividends and other distributions, and liquidity events such as self-tender offers, mergers or liquidations from portfolio securities to enable the Fund to make high monthly distributions to shareholders. The investment objective is not fundamental and may be changed by the Board with 60 days’ notice to shareholders. There can be no assurance that the Fund’s objective will be achieved.
     
    Investment Strategies
    Under normal circumstances, the Fund will invest primarily in income producing or dividend paying U.S. and non-U.S. investments, such as investment grade and below investment grade (high yield/high risk) debt securities, fixed or variable rate income securities, real estate investment trusts (REITs), convertible securities, preferred stocks, and dividend-paying common stocks, and securities or other assets that the Adviser reasonably expects to lead to a liquidity event such as a self-tender offer, merger or liquidation, including a transaction with a special purpose acquisition company (SPAC). The Fund’s investments may be indirect through investments in entities such as REITs, closed-end funds, exchange-traded funds (ETFs) and business development companies (BDCs). To a lesser extent, the Fund may invest in various types of derivatives, including futures, options, credit default swaps, total return swaps and repurchase agreements.
     
    In making investment determinations for the Fund, the Adviser seeks investments that are expected to generate sufficient income (through dividends, distributions, or realized capital gains) to meet the Fund’s managed distribution policy. The Adviser seeks investments for the Fund that, at the time of purchase, pay regular dividends or distributions or, in the Adviser’s assessment, are likely to pay dividends or distributions in the foreseeable future or otherwise have a foreseeable liquidity event.
     
    The Fund may hold fixed or variable rate income securities with any maturity or duration. The Fund may liquidate positions in order to change its asset allocation or to generate cash to invest in more attractive opportunities, which may result in a portion of any net capital gains being realized as short-term capital gains. In
     


    26

    High Income Securities Fund


    General information (unaudited)

    addition, a negative change in the fundamental or qualitative characteristics of a portfolio asset or its issuer may cause the Adviser to sell it. This may result in a high rate of portfolio turnover.
     
    When advisable, the Adviser may seek to influence the management of a company the Fund is invested in (a “Portfolio Company”) to take actions to increase the market  value of such Portfolio Company’s securities, e.g., by repurchasing such securities, paying a special dividend, or by considering restructuring actions, such as selling or liquidating the Portfolio Company.
     
    The Fund may invest in other securities of various types to the extent consistent with its investment objective. Normally, the Fund intends to invest substantially all of its assets to meet its investment objective. However, the Fund may, from time to time, take temporary defensive positions that are inconsistent with the Fund’s principal investment strategies in attempting to respond to adverse market, economic, political or other conditions. During such times, the Fund may temporarily invest up to 100% of its assets in cash or cash equivalents, including money market instruments, prime commercial paper, repurchase agreements, Treasury bills and other short-term obligations of the U.S. Government, its agencies or instrumentalities. In these and in other cases, the Fund may not achieve its investment objective.
     
    The Adviser may invest the Fund’s cash balances in any investments it deems appropriate, subject to the “Fundamental Investment Restrictions” set forth in the Fund’s Statement of Additional Information and as permitted under the 1940 Act, including investments in repurchase agreements, money market funds, additional repurchase agreements, U.S. Treasury and U.S. agency securities, municipal bonds and bank accounts. Any income earned from such investments will ordinarily be reinvested by the Fund in accordance with its investment program.
     
    From time to time, the Fund may employ leverage through debt or issuance of senior securities when the Adviser and the Board deems it prudent and beneficial to do so.
     
    Portfolio Investments
     
    Other Closed-End Investment Companies
    The Fund may invest without limitation in other closed-end investment companies, provided that the Fund limits its investment in securities issued by other investment companies so that, unless legally permissible, not more than 3% of the outstanding voting stock of any one investment company will be owned by the Fund. There can be no assurance that the investment objective of any investment company in which the Fund invests will be achieved. Closed-end investment companies are subject to the risks of investing in the underlying securities. The Fund, as a holder of the securities of the closed-end investment
     


    27

    High Income Securities Fund


    General information (unaudited)

    company, will bear its pro rata portion of the closed-end investment company’s expenses, including advisory fees. These expenses are in addition to the direct expenses of the Fund’s own operations. The closed end investment companies in which the Fund invests hold fixed income securities. The Fund “looks through” to these investments in determining whether at least 80% of the Fund’s investments are comprised of fixed income securities.
     
    Special Purpose Acquisition Companies
    The Fund may invest in stocks, warrants, and other securities of special purpose acquisition companies or similar special purpose entities that pool funds to seek potential acquisition opportunities (“SPACs”). Unless and until an acquisition meeting the SPAC’s requirements 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. If an acquisition that meets the requirements for the SPAC is not completed within a pre-established period of time, the invested funds are returned to the entity’s shareholders. Because SPACs and similar entities have no 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. Some SPACs may pursue acquisitions only within certain industries or regions, which may increase the volatility of their prices. In addition, these securities, which are typically traded in the over-the-counter market, may be considered illiquid, be subject to restrictions on resale and/or may trade at a discount.
     
    Common Stocks
    The Fund will invest in common stocks. Common stocks represent an ownership interest in an issuer. While offering greater potential for long-term growth, common stocks are more volatile and riskier than some other forms of investment. Common stock prices fluctuate for many reasons, including adverse events, such as an unfavorable earnings report, changes in investors’ perceptions of the financial condition of an issuer or the general condition of the relevant stock market, or when political or economic events affecting the issuers occur. In addition, common stock prices may be sensitive to rising interest rates as the costs of capital rise and borrowing costs increase.
     
    Preferred Stocks
    The Fund may invest in preferred stocks. Preferred stock, like common stock, represents an equity ownership in an issuer. Generally, preferred stock has a priority of claim over common stock in dividend payments and upon liquidation of the issuer. Unlike common stock, preferred stock does not usually have voting rights. Preferred stock in some instances is convertible into common stock. Although they are equity securities, preferred stocks have characteristics of both debt and common stock. Like debt, their promised income is contractually fixed. Like common stock, they do not have rights to precipitate bankruptcy
     


    28

    High Income Securities Fund


    General information (unaudited)

    proceedings or collection activities in the event of missed payments. Other equity characteristics are their subordinated position in an issuer’s capital structure and that their quality and value are heavily dependent on the profitability of the issuer rather than on any legal claims to specific assets or cash flows.
     
    Distributions on preferred stock must be declared by the board of directors and may be subject to deferral, and thus they may not be automatically payable. Income payments on preferred stocks may be cumulative, causing dividends and distributions to accrue even if not declared by the company’s board or otherwise made payable, or they may be non-cumulative, so that skipped dividends and distributions do not continue to accrue. There is no assurance that dividends on preferred stocks in which the Fund invests will be declared or otherwise made payable. The Fund may invest in non-cumulative preferred stock, although the Investment Committee may consider, among other factors, their non-cumulative nature in making any decision to purchase or sell such securities.
     
    Shares of preferred stock have a liquidation value that generally equals the original purchase price at the date of issuance. The market values of preferred stock may be affected by favorable and unfavorable changes impacting the issuers’ industries or sectors, including companies in the utilities and financial services sectors, which are prominent issuers of preferred stock. They may also be affected by actual and anticipated changes or ambiguities in the tax status of the security and by actual and anticipated changes or ambiguities in tax laws, such as changes in corporate and individual income tax rates, and in the dividends received deduction for corporate taxpayers or the lower rates applicable to certain dividends.
     
    Because the claim on an issuer’s earnings represented by preferred stock may become onerous when interest rates fall below the rate payable on the stock or for other reasons, the issuer may redeem preferred stock, generally after an initial period of call protection in which the stock is not redeemable. Thus, in declining interest rate environments in particular, the Fund’s holdings of higher dividend-paying preferred stocks may be reduced and the Fund may be unable to acquire securities paying comparable rates with the redemption proceeds.
     
    Warrants
    The Fund may invest in equity and index warrants of domestic and international issuers. Equity warrants are securities that give the holder the right, but not the obligation, to subscribe for equity issues of the issuing company or a related company at a fixed price either on a certain date or during a set period. Changes in the value of a warrant do not necessarily correspond to changes in the value of its underlying security. The price of a warrant may be more volatile than the price of its underlying security, and a warrant may offer greater potential for capital appreciation as well as capital loss. Warrants do not entitle a holder to dividends or voting rights with respect to the underlying security and do not represent any rights in the assets
     


    29

    High Income Securities Fund


    General information (unaudited)

    of the issuing company. A warrant ceases to have value if it is not exercised prior to its expiration date. These factors can make warrants more speculative than other types of investments. The sale of a warrant results in a long or short-term capital gain or loss depending on the period for which the warrant is held.
     
    Corporate Bonds, Government Debt Securities and Other Debt Securities
    The Fund may invest in corporate bonds, debentures and other debt securities or in investment companies which hold such instruments. Bonds and other debt securities generally are issued by corporations and other issuers to borrow money from investors. The issuer pays the investor a fixed rate of interest and normally must repay the amount borrowed on or before maturity. Certain debt securities are “perpetual” in that they have no maturity date.
     
    The Fund will invest in government debt securities, including those of emerging market issuers or of other non-U.S. issuers. These securities may be U.S. dollar-denominated or non-U.S. dollar-denominated and include: (a) debt obligations issued or guaranteed by foreign national, provincial, state, municipal or other governments with taxing authority or by their agencies or instrumentalities; and (b) debt obligations of supranational entities. Government debt securities include: debt securities issued or guaranteed by governments, government agencies or instrumentalities and political subdivisions; debt securities issued by government owned, controlled or sponsored entities; interests in entities organized and operated for the purpose of restructuring the investment characteristics issued by the above noted issuers; or debt securities issued by supranational entities such as the World Bank or the European Union. The Fund may also invest in securities denominated in currencies of emerging market countries. Emerging market debt securities generally are rated in the lower rating categories of recognized credit rating agencies or are unrated and considered to be of comparable quality to lower rated debt securities.
     
    Convertible Securities
    The Fund may invest in convertible securities. Convertible securities include fixed income securities that may be exchanged or converted into a predetermined number of shares of the issuer’s underlying common stock at the option of the holder during a specified period. Convertible securities may take the form of convertible preferred stock, convertible bonds or debentures, units consisting of “usable” bonds and warrants or a combination of the features of several of these securities. The investment characteristics of each convertible security vary widely, which allows convertible securities to be employed for a variety of investment strategies.
     
    The Fund will exchange or convert convertible securities into shares of underlying common stock when, in the opinion of the Investment Committee, the investment characteristics of the underlying common shares will assist the Fund in achieving its investment objective. The Fund may also elect to hold or trade
     


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    convertible securities. In selecting convertible securities, the Investment Committee evaluates the investment characteristics of the convertible security as a fixed income instrument, and the investment potential of the underlying equity security for capital appreciation. In evaluating these matters with respect to a particular convertible security, the Investment Committee considers numerous factors, including the economic and political outlook, the value of the security relative to other investment alternatives, trends in the determinants of the issuer’s profits, and the issuer’s management capability and practices.
     
    Other Securities
     
    Although it has no current intention to do so to any material extent, the Fund may determine to invest the Fund’s assets in some or all of the following securities.
     
    Illiquid Securities
    Illiquid securities are securities that are not readily marketable. Illiquid securities include securities that have legal or contractual restrictions on resale, and repurchase agreements maturing in more than seven days. Illiquid securities involve the risk that the securities will not be able to be sold at the time desired or at prices approximating the value at which the Fund is carrying the securities. Where registration is required to sell a security, the Fund may be obligated to pay all or part of the registration expenses, and a considerable period may elapse between the decision to sell and the time the Fund may be permitted to sell a security under an effective registration statement. If, during such a period, adverse market conditions were to develop, the Fund might obtain a less favorable price than prevailed when it decided to sell. The Fund may invest up to 10% of the value of its net assets in illiquid securities. Restricted securities for which no market exists and other illiquid investments are valued at fair value as determined in accordance with procedures approved and periodically reviewed by the Board of Trustees.  The Fund does not consider its investments in SPACs to be illiquid because they are publicly traded securities.
     
    Rule 144A Securities
    The Fund may invest in restricted securities that are eligible for resale pursuant to Rule 144A under the Securities Act of 1933, as amended, (the “1933 Act”). Generally, Rule 144A establishes a safe harbor from the registration requirements of the 1933 Act for resale by large institutional investors of securities that are not publicly traded. The Investment Committee determines the liquidity of the Rule 144A securities according to guidelines adopted by the Board of Trustees. The Board of Trustees monitors the application of those guidelines and procedures. Securities eligible for resale pursuant to Rule 144A, which are determined to be liquid, are not subject to the Fund’s 10% limit on investments in illiquid securities.
     


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    RISK FACTORS
     
    An investment in the Fund is not guaranteed to achieve its investment objective; is not a deposit with a bank; is not insured, endorsed or guaranteed by the Federal Deposit Insurance Corporation or any other government agency; and is subject to investment risks. The value of the Fund’s investments will increase or decrease based on changes in the prices of the investments it holds. You could lose money by investing in the Fund. By itself, the Fund does not constitute a balanced investment program. You should consider carefully the following principal and non-principal risks before investing in the Fund. There may be additional risks that the Fund does not currently foresee or consider material. You may wish to consult with your legal or tax advisors, before deciding whether to invest in the Fund. This section describes the risk factors associated with investment in the Fund specifically, as well as those factors generally associated with investment in an investment company with investment objectives, investment policies, capital structure or trading markets similar to the Fund’s. Each risk summarized below is a risk of investing in the Fund and different risks may be more significant at different times depending upon market conditions or other factors.
     
    The Fund may invest in securities of other investment companies (“underlying funds”).  The Fund may be subject to the risks of the securities and other instruments described below through its own direct investments and indirectly through investments in the underlying funds.
     
    Principal Risks
     
    Closed-End Investment Company Risk.  The Fund invests in the securities of other closed-end investment companies. Investing in other closed-end investment companies involves substantially the same risks as investing directly in the underlying instruments, but the total return on such investments at the investment company level may be reduced by the operating expenses and fees of such other closed-end investment companies, including advisory fees. There can be no assurance that the investment objective of any investment company in which the Fund invests will be achieved. Closed-end investment companies are subject to the risks of investing in the underlying securities. The Fund, as a holder of the securities of another closed-end investment company, will bear its pro rata portion of the closed-end investment company’s expenses, including advisory fees. These expenses are in addition to the direct expenses of the Fund’s own operations. To the extent the Fund invests a portion of its assets in investment company securities, those assets will be subject to the risks of the purchased investment company’s portfolio securities, and a shareholder in the Fund will bear not only his proportionate share of the expenses of the Fund, but also, indirectly, the expenses of the purchased investment company. The market price of a closed-end investment company fluctuates and may be either higher or lower
     
     


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    General information (unaudited)

    than the NAV of such closed-end investment company.  In accordance with Section 12(d)(1)(F) of the 1940 Act, the Fund will be limited by provisions of the 1940 Act that limit the amount the Fund, together with its affiliated persons, can invest in other investment companies to 3% of any other investment company’s total outstanding stock. As a result, the Fund may hold a smaller position in a closed-end investment company than if it were not subject to this restriction.
     
    Special Purpose Acquisition Companies Risk.  The Fund may invest in stock, warrants, and other securities of special purpose acquisition companies or similar special purpose entities that pool funds to seek potential acquisition opportunities (“SPACs”).  Unless and until an acquisition meeting the SPAC’s requirements 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.  If an acquisition that meets the requirements for the SPAC is not completed within a pre-established period of time, the invested funds are returned to the entity’s shareholders.  Because SPACs and similar entities have no 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.  Some SPACs may pursue acquisitions only within certain industries or regions, which may increase the volatility of their prices.  In addition, these securities, which are typically traded in the over-the-counter market, may be considered illiquid, be subject to restrictions on resale, and/or may trade at a discount. The Fund may invest a maximum of 20% of its assets in SPACS.
     
    Business Development Company (BDC) Risk. BDCs are closed-end investment companies that have elected to register as BDCs. Shareholders bear both their proportionate share of the Fund’s expenses and similar expenses of the BDC when the Fund invests in shares of a BDC. BDCs primarily invest in privately-held and small and mid-size capitalization public companies, and are generally considered to be non-rated or below investment grade. The fair values of these investments often are not readily determinable. This could cause the Fund’s investments in a BDC to be inaccurately valued, including overvalued. BDC revenues, income (or losses) and valuations can, and often do, fluctuate suddenly and dramatically, and they face considerable risk of loss. In addition, BDCs often borrow funds to make investments and, as a result, are exposed to the risks of leverage. Leverage magnifies the potential loss on amounts invested and therefore increases the risks associated with an investment in a BDC’s securities.
     
    Management Risk.  The Fund is subject to management risk because it is an actively managed portfolio. The Fund’s successful pursuit of its investment objective depends upon the Adviser’s ability to find and exploit market inefficiencies with respect to undervalued securities. Such situations occur infrequently and sporadically and may be difficult to predict, and may not result in
     


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    General information (unaudited)

    a favorable pricing opportunity that allows the Adviser to fulfill the Fund’s investment objective. The Adviser’s security selections and other investment decisions might produce losses or cause the Fund to underperform when compared to other funds with similar investment goals.
     
    Market Risk.  Overall market risk may affect the value of individual instruments in which the Fund invests. The Fund is subject to the risk that the securities markets will move down, sometimes rapidly and unpredictably, based on overall economic conditions and other factors, which may negatively affect the Fund’s performance. Factors such as domestic and foreign (non-U.S.) economic growth and market conditions, real or perceived adverse economic or political conditions, military conflict, acts of terrorism, social unrest, natural disasters, recession, inflation, changes in interest rate levels, supply chain disruptions, sanctions, the spread of infectious illness or other public health threats, lack of liquidity in the markets, volatility in the securities markets, adverse investor sentiment affect the securities markets and political events affect the securities markets. Securities markets also may experience long periods of decline in value. When the value of the Fund’s investments goes down, your investment in the Fund decreases in value and you could lose money.
     
    Local, state, regional, national or global events such as war, acts of terrorism, the spread of infectious illness or other public health issues, recessions, or other events could have a significant impact on the Fund and its investments and could result in decreases to the Fund’s net asset value. Political, geopolitical, natural and other events, including war, terrorism, trade disputes, government shutdowns, market closures, natural and environmental disasters, epidemics, pandemics and other public health crises and related events and governments’ reactions to such events have led, and in the future may lead, to economic uncertainty, decreased economic activity, increased market volatility and other disruptive effects on U.S. and global economies and markets. Such events may have significant adverse direct or indirect effects on the Fund and its investments. For example, a widespread health crisis such as a global pandemic could cause substantial market volatility, exchange trading suspensions and closures, impact the ability to complete redemptions, and affect Fund performance. A health crisis may exacerbate other pre-existing political, social and economic risks. In addition, the increasing interconnectedness of markets around the world may result in many markets being affected by events or conditions in a single country or region or events affecting a single or small number of issuers.
     
    COVID-19 resulted in travel restrictions, closed international borders, enhanced health screenings at ports of entry and elsewhere, disruption of and delays in healthcare service preparation and delivery, prolonged quarantines, cancellations, business and school closings, supply chain disruptions, and lower consumer demand, as well as general concern and uncertainty. The impact of COVID-19,
     


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    High Income Securities Fund


    General information (unaudited)

    and other infectious illness outbreaks that may arise in the future, could adversely affect the economies of many nations or the entire global economy, individual issuers and capital markets in ways that cannot necessarily be foreseen. In addition, the impact of infectious illnesses in emerging market countries may be greater due to generally less established healthcare systems.
     
    Risk Related to Fixed Income Securities, including Non-Investment Grade Securities.  The Fund may invest in fixed income securities, also referred to as debt securities. Fixed income securities are subject to credit risk and market risk. Credit risk is the risk of the issuer’s inability to meet its principal and interest payment obligations. Market risk is the risk of price volatility due to such factors as interest rate sensitivity, market perception of the creditworthiness of the issuer and general market liquidity. There is no limitation on the maturities or duration of fixed income securities in which the Fund invests. Securities having longer maturities generally involve greater risk of fluctuations in value resulting from changes in interest rates. The Fund’s credit quality policy with respect to investments in fixed income securities does not require the Fund to dispose of any debt securities owned in the event that such security’s rating declines to below investment grade, commonly referred to as “junk bonds.” Although lower quality debt typically pays a higher yield, such investments involve substantial risk of loss. Junk bonds are considered predominantly speculative with respect to the issuer’s ability to pay interest and principal and are susceptible to default or decline in market value due to adverse economic and business developments. The market values for junk bonds tend to be very volatile and those securities are less liquid than investment grade debt securities. Moreover, junk bonds pose a greater risk that exercise of any of their redemption or call provisions in a declining market may result in their replacement by lower-yielding bonds. In addition, bonds in the lowest two investment grade categories, despite being of higher credit rating than junk bonds, have speculative characteristics with respect to the issuer’s ability to pay interest and principal and their susceptibility to default or decline in market value. The Fund’s investments in securities of stressed, distressed or bankrupt issuers, including securities or obligations that are in default, generally trade significantly below par and are considered speculative. There is even a potential risk of loss by the Fund of its entire investment in such securities. There are a number of significant risks inherent in the bankruptcy process. A bankruptcy filing by an issuer may adversely and permanently affect the market position and operations of the issuer. If an issuer of securities held by the Fund declares bankruptcy or otherwise fails to pay principal or interest on such securities, the Fund would experience a decrease in income and a decline in the market value of its investments.
     
    Interest Rate Risk.  Debt securities have varying levels of sensitivity to changes in interest rates. In general, the price of a debt security can fall when interest rates rise and can rise when interest rates fall. Securities with longer maturities and
     


    35

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    General information (unaudited)

    mortgage securities can be more sensitive to interest rate changes although they usually offer higher yields to compensate investors for the greater risks. The longer the maturity of the security, the greater the impact a change in interest rates could have on the security’s price. In addition, short-term and long-term interest rates do not necessarily move in the same amount or the same direction. Short-term securities tend to react to changes in short-term interest rates and long-term securities tend to react to changes in long-term interest rates.
     
    Credit Risk.  Fixed income securities rated B or below by S&Ps or Moody’s may be purchased by the Fund. These securities have speculative characteristics and changes in economic conditions or other circumstances are more likely to lead to a weakened capacity of those issuers to make principal or interest payments, as compared to issuers of more highly rated securities.
     
    Extension Risk. The Fund is subject to the risk that an issuer will exercise its right to pay principal on an obligation held by that Fund (such as mortgage-backed securities) later than expected. This may happen when there is a rise in interest rates. These events may lengthen the duration (i.e. interest rate sensitivity) and potentially reduce the value of these securities.
     
    Debt Security Risk.  In addition to interest rate risk, call risk and extension risk, debt securities are also subject to the risk that they may also lose value if the issuer fails to make principal or interest payments when due, or the credit quality of the issuer falls.
     
    Market Discount from Net Asset Value Risk.  Shares of closed-end investment companies frequently trade at a discount from their net asset value. This characteristic is a risk separate and distinct from the risk that the Fund’s net asset value could decrease as a result of its investment activities. Whether investors will realize gains or losses upon the sale of the Shares will depend not upon the Fund’s net asset value but entirely upon whether the market price of the Shares at the time of sale is above or below the investor’s purchase price for the Shares. Because the market price of the Shares will be determined by factors such as relative supply of and demand for the Shares in the market, general market and economic conditions, and other factors beyond the control of the Fund, the Fund cannot predict whether the Shares will trade at, below or above net asset value.
     
    Real Estate Investment Trust (REIT) Risk. Investments in REITs involve unique risks. REITs may have limited financial resources, may trade less frequently and in limited volume, and may be more volatile than other securities. REITs may be affected by changes in the value of their underlying properties or mortgages or by defaults by their borrowers or tenants. Furthermore, these entities depend upon specialized management skills, have limited diversification and are, therefore, subject to risks inherent in financing a limited number of projects. In addition, the
     


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    General information (unaudited)

    performance of a U.S. REIT may be affected by changes in the tax laws or by its failure to qualify for tax-free pass-through of income.
     
    Leverage Risk. The Fund may borrow money, or issue debt or preferred stock. Since the holders of the Fund’s common shares pay all expenses related to the issuance of debt or use of leverage, the use of leverage through borrowing of money, issuance of debt securities or the issuance of preferred stock for investment purposes creates risks for the holders of the Fund’s common shares. Leverage is a speculative technique that exposes the Fund to greater risk and increased costs than if it were not implemented. Increases and decreases in the value of the Fund’s portfolio will be magnified when the Fund uses leverage. As a result, leverage may cause greater changes in the Fund’s NAV. The Fund will also have to pay interest on its borrowings or dividends on preferred stock, if any, which may reduce the Fund’s return for common shareholders. The leverage costs may be greater than the Fund’s return on the underlying investment. The Fund’s leveraging strategy may not be successful. Leverage risk would also apply to the Fund’s investments in underlying funds and SPACs to the extent an underlying fund or SPAC uses leverage.
     
    Derivatives Risk. Derivatives can be volatile and involve risks in addition to the risks of the underlying referenced securities or asset. Gains or losses from a derivative investment can be substantially greater than the derivative’s original cost and can therefore involve leverage. Leverage may cause the Fund to be more volatile than if it had not used leverage because leverage can exaggerate the effect of any increase or decrease in the value of securities and other instruments held by the Fund. Derivatives entail the risk that the counterparty to the derivative transaction will default on its payment obligations. Derivatives used for hedging purposes may reduce or eliminate gains or cause losses if the market moves in a manner different from that anticipated by portfolio management or if the cost of the derivative outweighs the benefit of the hedge.
     
    Defensive Position Risk.  During periods of adverse market or economic conditions, the Fund may temporarily invest all or a substantial portion of its net assets in cash or cash equivalents. The Fund would not be pursuing its investment objective in these circumstances and could miss favorable market developments.
     
    Changes in Policies Risk.  The Fund’s Trustees may change the Fund’s investment objective, investment strategies and non-fundamental investment restrictions without shareholder approval, except as otherwise indicated.
     
    Preferred Stock Risk. The Fund may invest in preferred stocks. Preferred stock, like common stock, represents an equity ownership in an issuer. Generally, preferred stock has a priority of claim over common stock in dividend payments and upon liquidation of the issuer. Unlike common stock, preferred stock does not
     


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    usually have voting rights. Preferred stock in some instances is convertible into common stock. Although they are equity securities, preferred stocks have characteristics of both debt and common stock. Like debt, their promised income is contractually fixed. Like common stock, they do not have rights to precipitate bankruptcy proceedings or collection activities in the event of missed payments. Other equity characteristics are their subordinated position in an issuer’s capital structure and that their quality and value are heavily dependent on the profitability of the issuer rather than on any legal claims to specific assets or cash flows.
     
    Investment in preferred stocks carries risks, including credit risk, deferral risk, redemption risk, limited voting rights, risk of subordination and lack of liquidity. Fully taxable or hybrid preferred securities typically contain provisions that allow an issuer, at its discretion, to defer distributions for up to 20 consecutive quarters. Distributions on preferred stock must be declared by the board of trustees and may be subject to deferral, and thus they may not be automatically payable. Income payments on preferred stocks may be cumulative, causing dividends and distributions to accrue even if not declared by the company’s board or otherwise made payable, or they may be non-cumulative, so that skipped dividends and distributions do not continue to accrue. There is no assurance that dividends on preferred stocks in which the Fund invests will be declared or otherwise made payable. The Fund may invest in non-cumulative preferred stock, although the Fund’s Adviser would consider, among other factors, their non-cumulative nature in making any decision to purchase or sell such securities.
     
    Shares of preferred stock have a liquidation value that generally equals the original purchase price at the date of issuance. The market values of preferred stock may be affected by favorable and unfavorable changes impacting the issuers’ industries or sectors, including companies in the utilities and financial services sectors, which are prominent issuers of preferred stock. They may also be affected by actual and anticipated changes or ambiguities in the tax status of the security and by actual and anticipated changes or ambiguities in tax laws, such as changes in corporate and individual income tax rates, and in the dividends received deduction for corporate taxpayers or the lower rates applicable to certain dividends.
     
    Because the claim on an issuer’s earnings represented by preferred stock may become onerous when interest rates fall below the rate payable on the stock or for other reasons, the issuer may redeem preferred stock, generally after an initial period of call protection in which the stock is not redeemable. Thus, in declining interest rate environments in particular, the Fund’s holdings of higher dividend paying preferred stocks may be reduced and the Fund may be unable to acquire securities paying comparable rates with the redemption proceeds. In the event of a redemption, the Fund may not be able to reinvest the proceeds at comparable rates of return.
     


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    General information (unaudited)

    Convertible Securities Risk. The Fund may invest in convertible securities. Convertible securities include fixed income securities that may be exchanged or converted into a predetermined number of shares of the issuer’s underlying common stock at the option of the holder during a specified period. Convertible securities may take the form of convertible preferred stock, convertible bonds or debentures, units consisting of “usable” bonds and warrants or a combination of the features of several of these securities. The investment characteristics of each convertible security vary widely, which allows convertible securities to be employed for a variety of investment strategies. The Fund will exchange or convert convertible securities into shares of underlying common stock when, in the opinion of the Fund’s Adviser, the investment characteristics of the underlying common shares will assist the Fund in achieving its investment objective. The Fund may also elect to hold or trade convertible securities. In selecting convertible securities, the Fund’s Adviser evaluates the investment characteristics of the convertible security as a fixed income instrument, and the investment potential of the underlying equity security for capital appreciation. In evaluating these matters with respect to a particular convertible security, the Fund’s Adviser considers numerous factors, including the economic and political outlook, the value of the security relative to other investment alternatives, trends in the determinants of the issuer’s profits, and the issuer’s management capability and practices.
     
    The value of a convertible security, including, for example, a warrant, is a function of its “investment value” (determined by its yield in comparison with the yields of other securities of comparable maturity and quality that do not have a conversion privilege) and its “conversion value” (the security’s worth, at market value, if converted into the underlying common stock). The investment value of a convertible security is influenced by changes in interest rates, with investment value declining as interest rates increase and increasing as interest rates decline. The credit standing of the issuer and other factors may also have an effect on the convertible security’s investment value. The conversion value of a convertible security is determined by the market price of the underlying common stock. If the conversion value is low relative to the investment value, the price of the convertible security is governed principally by its investment value. Generally, the conversion value decreases as the convertible security approaches maturity. To the extent the market price of the underlying common stock approaches or exceeds the conversion price, the price of the convertible security will be increasingly influenced by its conversion value. A convertible security generally will sell at a premium over its conversion value by the extent to which investors place value on the right to acquire the underlying common stock while holding a fixed income security. A convertible security may be subject to redemption at the option of the issuer at a price established in the convertible security’s governing instrument. If a convertible security held by the Fund is called for redemption, the Fund will be required to permit the issuer to redeem the security, convert it into the underlying
     


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    High Income Securities Fund


    General information (unaudited)

    common stock or sell it to a third party. Any of these actions could have an adverse effect on the Fund’s ability to achieve its investment objective.
     
    Issuer Specific Changes Risk.  Changes in the financial condition of an issuer, changes in the specific economic or political conditions that affect a particular type of security or issuer, and changes in general economic or political conditions can affect the credit quality or value of an issuer’s securities. Lower-quality debt securities tend to be more sensitive to these changes than higher-quality debt securities.
     
    Non-Principal Risks
     
    In addition to the principal risks set forth above, the following additional risks may apply to an investment in the Fund.
     
    Anti-Takeover Provisions Risk.  The Fund’s Charter and Bylaws include provisions that could limit the ability of other persons or entities to acquire control of the Fund or to cause it to engage in certain transactions or to modify its structure.
     
    Common Stock Risk.  The Fund invests in common stocks. Common stocks represent an ownership interest in a company. The Fund may also invest in securities that can be exercised for or converted into common stocks (such as convertible preferred stock). Common stocks and similar equity securities are more volatile and riskier than some other forms of investment. Therefore, the value of your investment in the Fund may sometimes decrease instead of increase. Common stock prices fluctuate for many reasons, including adverse events such as unfavorable earnings reports, changes in investors’ perceptions of the financial condition of an issuer, the general condition of the relevant stock market or when political or economic events affecting the issuers occur. In addition, common stock prices may be sensitive to rising interest rates, as the costs of capital rise and borrowing costs increase for issuers. Because convertible securities can be converted into equity securities, their values will normally increase or decrease as the values of the underlying equity securities increase or decrease. The common stocks in which the Fund invests are structurally subordinated to preferred securities, bonds and other debt instruments in a company’s capital structure in terms of priority to corporate income and assets and, therefore, will be subject to greater risk than the preferred securities or debt instruments of such issuers.
     
    Exchange Traded Funds Risk. The Fund may invest in exchange-traded funds, which are investment companies that, in some cases, aim to track or replicate a desired index, such as a sector, market or global segment. ETFs are passively or, to a lesser extent, actively managed and their shares are traded on a national exchange. ETFs do not sell individual shares directly to investors and only issue their shares in large blocks known as “creation units.” The investor purchasing a creation unit may sell the individual shares on a secondary market. Therefore, the liquidity of ETFs depends on the adequacy of the secondary market. There can be
     


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    General information (unaudited)

    no assurance that an ETF’s investment objective will be achieved, as ETFs based on an index may not replicate and maintain exactly the composition and relative weightings of securities in the index. ETFs are subject to the risks of investing in the underlying securities. The Fund, as a holder of the securities of the ETF, will bear its pro rata portion of the ETF’s expenses, including advisory fees. These expenses are in addition to the direct expenses of the Fund’s own operations.
     
    Foreign Currency Risk. Although the Fund will report its net asset value and pay expenses and distributions in U.S. dollars, the Fund may invest in foreign securities denominated or quoted in currencies other than the U.S. dollar. Therefore, changes in foreign currency exchange rates will affect the U.S. dollar value of the Fund’s investment securities and net asset value. For example, even if the securities prices are unchanged on their primary foreign stock exchange, the Fund’s net asset value may change because of a change in the rate of exchange between the U.S. dollar and the trading currency of that primary foreign stock exchange. Certain currencies are more volatile than those of other countries and Fund investments related to those countries may be more affected. Generally, if a foreign currency depreciates against the dollar (i.e., if the dollar strengthens), the value of the existing investment in the securities denominated in that currency will decline. When a given currency appreciates against the dollar (i.e., if the dollar weakens), the value of the existing investment in securities denominated in that currency will rise. Certain foreign countries may impose restrictions on the ability of foreign securities issuers to make payments of principal and interest to investors located outside of the country, due to a blockage of foreign currency exchanges or otherwise.
     
    Foreign Securities Risk. Investments in securities of non-U.S. issuers involve special risks not presented by investments in securities of U.S. issuers, including the following: less publicly available information about companies due to less rigorous disclosure or accounting standards or regulatory practices; the impact of political, social or diplomatic events, including war; possible seizure, expropriation or nationalization of the company or its assets; possible imposition of currency exchange controls; and changes in foreign currency exchange rates. These risks are more pronounced to the extent that the Fund invests a significant amount of its investments in companies located in one region. These risks may be greater in emerging markets and in less developed countries. For example, prior governmental approval for foreign investments may be required in some emerging market countries, and the extent of foreign investment may be subject to limitation in other emerging countries. With respect to risks associated with changes in foreign currency exchange rates, the Fund does not expect to engage in foreign currency hedging transactions.
     
    Illiquid Securities Risk.  The Fund may invest up to 10% of its net assets in illiquid securities. Illiquid securities may offer a higher yield than securities which
     


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    General information (unaudited)

    are more readily marketable, but they may not always be marketable on advantageous terms. The sale of illiquid securities often requires more time and results in higher brokerage charges or dealer discounts than does the sale of securities eligible for trading on national securities exchanges or in the over-the-counter markets. A security traded in the U.S. that is not registered under the Securities Act will not be considered illiquid if Fund management determines that an adequate investment trading market exists for that security. However, there can be no assurance that a liquid market will exist for any security at a particular time.
     
    Portfolio Turnover Risk.  The Fund cannot predict its securities portfolio turnover rate with certain accuracy. Higher portfolio turnover rates could result in corresponding increases in brokerage commissions and may generate short-term capital gains taxable as ordinary income.
     
    Small and Medium Cap Company Risk. Compared to investment companies that focus only on large capitalization companies, the Fund’s share price may be more volatile because it also invests in small and medium capitalization companies. Compared to large companies, small and medium capitalization companies are more likely to have (i) more limited product lines or markets and less mature businesses, (ii) fewer capital resources, (iii) more limited management depth and (iv) shorter operating histories. Further, compared to large cap stocks, the securities of small and medium capitalization companies are more likely to experience sharper swings in market values, be harder to sell at times and at prices that the Fund’s Adviser believes appropriate, and offer greater potential for gains and losses.
     
    Tax information
    The Fund designated 23.48% of its ordinary income distribution for the year ended August 31, 2021, as qualified dividend income under the Jobs and Growth Tax Relief Reconciliation Act of 2003.
     
    For the year ended August 31, 2022, 20.79% of distributions paid from net ordinary income qualified for the dividends received deduction available to corporate shareholders.
     
    Special meeting of shareholders held on October 18, 2024
     
    The Fund called a special meeting of shareholders on October 18, 2024 to vote on the following matters:
     
    (1)
    To approve an advisory agreement between the Fund and Bulldog Investors, LLP;
       
    (2)
    To approve a change to the Fund’s investment objective to eliminate the secondary objective of capital appreciation;


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    (3)
    To approve changes to the Fund’s investment strategies to expand the types of investments the Fund may make to pursue its investment objective;
       
    (4)
    To approve a change to the Fund’s non-fundamental policy regarding purchases of open-end funds;
       
    (5)
    To approve the amendment to, or elimination of, the Fund’s current fundamental investment policies (includes five sub-proposals) as follows:

             (A)   To approve amendments to the current fundamental investment policies required by the Investment Company Act of 1940, as amended (the “1940 Act”), for the Fund as follows:

                      (1)   To approve changes to the Fund’s fundamental policy regarding borrowing money and issuing senior securities to expand the Fund’s ability to borrow and issue senior securities;
           
                      (2)   To approve changes to the Fund’s fundamental policy regarding purchases and sales of real estate to expand the Fund’s ability to invest in certain types of real estate related securities;

             (B)   To approve the elimination of the following current fundamental investment policies not required by the federal securities laws for the Fund, as detailed below, as follows:

                      (1)   To approve the elimination of the Fund’s fundamental policy limiting purchases of restricted securities;
           
                      (2)   To approve the elimination of the Fund’s fundamental policy regarding, with respect to 75% of the Fund’s total assets, investing more than 5% of the total assets of the Fund in any issuer;
           
                      (3)   To approve the elimination of the Fund’s fundamental policy regarding, with respect to 75% of the Fund’s total assets, acquiring more than 10% of the outstanding voting securities of any issuer;
     
    (6)   To approve an Amendment to the Fund’s Amended and Restated Agreement and Declaration of Trust to eliminate the requirement that a proposal to convert the Fund to an open-end mutual fund be submitted for shareholder approval under certain circumstances; and
       
    (7)   To transact such other business as may properly come before the Special Meeting or any adjournment or postponement thereof.

    The presence, in person or by proxy, of shareholders owning at least thirty percent (30%) of the shares entitled to vote on August 23, 2024 shall constitute a quorum for the transaction of business. On October 18, 2024, the Fund
     


    43

    High Income Securities Fund


    General information (unaudited)

    announced that the special meeting convened on October 18, 2024, was adjourned and was to reconvene on November 8, 2024. The Fund was able to reach a quorum at such meeting, and the results are as follows:
     
    Proposal
       
    Votes For 
       
    Votes Against
     
    Votes Abstain
    1
         
    14,478,172
         
    502,837
         
    180,429
     
    2
         
    14,203,509
         
    802,873
         
    155,056
     
    3
         
    13,943,042
         
    1,062,621
         
    155,775
     
    4
         
    14,439,619
         
    522,807
         
    199,012
     
    5A1
         
    14,231,327
         
    742,956
         
    187,155
     
    5A2
         
    14,419,151
         
    573,238
         
    169,049
     
    5B1
         
    14,172,329
         
    801,915
         
    187,194
     
    5B2
         
    14,219,439
         
    776,225
         
    165,774
     
    5B3
         
    14,224,300
         
    764,271
         
    172,867
     
    6
         
    10,075,344
         
    4,954,472
         
    131,622
     
    7
         
    10,412,010
         
    4,590,068
         
    159,360
     

    Annual meeting of shareholders held on December 27, 2024
    The Fund called an annual meeting of shareholders on December 27, 2024 to vote on the following matters:
     
    (1)
    To elect seven Trustees to serve until the Fund’s Annual Meeting of Shareholders in 2024 and until their successors have been duly elected and qualified;
       
    (2)
    To convert the Fund to an open-end investment company; and
       
    (3)
    To transact such other business as may properly come before the Meeting or any adjournment or postponement thereof.

    The presence, in person or by proxy, of shareholders owning at least thirty percent (30%) of the shares entitled to vote on September 26, 2023 shall constitute a quorum for the transaction of business.  On December 27, 2024, the Fund announced that the annual meeting convened on December 27, 2024, was adjourned and was to reconvene on January 3, 2025. The Fund was able to reach a quorum at such meeting, and the results are as follows:
     
    Trustee Nominee
       
    Votes For
       
    Votes Against
     
    Votes Abstain
    Ben H. Harris
         
    1,796,152
         
    905,232
         
    75,788
     
    Richard Dayan
         
    1,813,093
         
    887,267
         
    76,800
     
    Moritz Sell
         
    1,794,100
         
    921,543
         
    61,518
     
    Gerald Hellerman
         
    2,622,490
         
    77,748
         
    76,924
     
    Andrew Dakos
         
    2,623,099
         
    70,290
         
    83,772
     
    Phillip Goldstein
         
    2,660,841
         
    53,384
         
    62,936
     
    Rajeev Das
         
    2,613,465
         
    86,406
         
    77,291
     



    44

    High Income Securities Fund


    General information (unaudited)

    Quarterly Form N-PORT portfolio schedule
    The Fund files its complete schedule of portfolio holdings with the Securities and Exchange Commission (“SEC”) for the first and third quarters of each fiscal year on Part F of Form N-PORT.  The Fund’s filings on Part F of Form N-PORT are available on the SEC’s Web site at http://www.sec.gov and upon request by calling 1-888-898-4107.
     
    Proxy voting policies, procedures and record
    You may obtain a description of the Fund’s (1) proxy voting policies, (2) proxy voting procedures and (3) information regarding how the Fund voted any proxies related to portfolio securities during the most recent 12-month period ended June 30 for which an SEC filing has been made, without charge, upon request by contacting the Fund’s Shareholder Services at 1-888-898-4107, or on the EDGAR Database on the SEC’s Web site (http://www.sec.gov).
     








    45

    High Income Securities Fund


    Supplemental information (unaudited)

    The following table sets forth the trustees and officers of the Fund, their name, address, age, position with the Fund, term of office and length of service with the Fund, principal occupation or employment during the past five years and other directorships held at August 31, 2024.
     
    Additional information about the Trustees and Officers of the Fund is included in the Fund’s most recent Form N-2 and is available, without charge, upon request by calling 1-888-898-4107.
     
       
    Term of
     
    Number of
     
       
    Office
     
    Portfolios
     
       
    and
     
    in Fund
    Other
     
    Position(s)
    Length
    Principal Occupation
    Complex
    Directorships
    Name, Address
    Held with
    of Time
    During the Past
    Overseen
    held by
    and Age*
    the Fund
    Served
    Five Years
    by Trustee**
    Trustee
    INTERESTED TRUSTEES
     
    Andrew Dakos***
    President
    1 year;
    Partner – Bulldog Investors,
    3
    Director, Brookfield
    (58)
    as of
    Since
    LLP since 2009; Partner –
     
    DTLA Fund Office
     
    July 2018.
    2018
    Ryan Heritage, LLP; Principal
     
    Trust Investor, Inc.;
         
    of the former general partner
     
    Trustee, Crossroads
         
    of several private investment
     
    Liquidating Trust
         
    partnerships in the Bulldog
     
    (until 2020);
         
    Investors group of private funds.
     
    Director, Special
             
    Opportunities
             
    Fund, Inc.; Chairman,
             
    Total Return
             
    Securities Fund;
             
    Director, BNY
             
    Mellon Municipal
             
    Income Inc.
               
    Phillip Goldstein***
    Secretary
    1 year;
    Partner – Bulldog Investors,
    3
    Chairman, The
    (79)
    as of
    Since
    LLP since 2009; Partner –
     
    Mexico Equity and
     
    July 2018.
    2018
    Ryan Heritage, LLP; Principal
     
    Income Fund, Inc.;
         
    of the former general partner
     
    Chairman, Special
         
    of several private investment
     
    Opportunities
         
    partnerships in the Bulldog
     
    Fund, Inc.; Director,
         
    Investors group of private funds.
     
    Brookfield DTLA
             
    Fund Office Trust
             
    Investor Inc.;
             
    Director, MVC
             
    Capital, Inc.
             
    (until 2020);
             
    Trustee, Crossroads
             
    Liquidating Trust
             
    (until 2020);
             
    Director, Total
             
    Return Securities
             
    Fund; Director, BNY
             
    Mellon Municipal
             
    Income Inc.


    46

    High Income Securities Fund


    Supplemental information (unaudited)

       
    Term of
     
    Number of
     
       
    Office
     
    Portfolios
     
       
    and
     
    in Fund
    Other
     
    Position(s)
    Length
    Principal Occupation
    Complex
    Directorships
    Name, Address
    Held with
    of Time
    During the Past
    Overseen
    held by
    and Age*
    the Fund
    Served
    Five Years
    by Trustee**
    Trustee
    Rajeev Das***
    —
    1 year;
    Principal of Bulldog
    1
    Director, The
    (55)
     
    Since
    Investors, LLP and Ryan
     
    Mexico Equity &
       
    2018
    Heritage, LLP
     
    Income Fund, Inc.
               
    INDEPENDENT TRUSTEES
               
    Gerald Hellerman
    —
    1 year;
    Chief Compliance Officer
    3
    Trustee, Fiera
    (86)
     
    Since
    of the Fund and The Mexico
     
    Capital Series Trust;
       
    2018
    Equity and Income Fund, Inc.
     
    Director, Total
         
    (through March 2020).
     
    Return Securities
             
    Fund; Director, The
             
    Mexico Equity and
             
    Income Fund, Inc.;
             
    Director, Special
             
    Opportunities
             
    Fund, Inc.; Director,
             
    MVC Capital, Inc.
             
    (until 2020);
             
    Trustee, Crossroad
             
    Liquidating Trust
             
    (until 2020).
               
    Moritz Sell
    —
    1 year;
    Founder and Principal of
    2
    Director, Aberdeen
    (56)
     
    Since
    Edison Holdings GmbH and
     
    Australia Equity
       
    2018
    Senior Advisor to Markston
     
    Fund; Director,
         
    International LLC (through
     
    Total Return
         
    December 2020).
     
    Securities Fund;
             
    Director, Aberdeen
             
    Global Income
             
    Fund, Inc,; Director,
             
    Aberdeen Asia-Pacific
             
    Income Fund, Inc.; 
             
    Chairman, Aberdeen
             
    Singapore Fund
             
    (until 2018);
             
    Director, Aberdeen
             
    Greater China Fund
             
    (until 2018);
             
    Director, BNY
             
    Mellon Municipal
             
    Income Inc.
               
    Richard Dayan
    —
    1 year;
    Owner of CactusTrading.
    2
    Director, Total
    (80)
     
    Since
       
    Return Securities
       
    2018
        Fund


    47

    High Income Securities Fund


    Supplemental information (unaudited)

       
    Term of
     
    Number of
     
       
    Office
     
    Portfolios
     
       
    and
     
    in Fund
    Other
     
    Position(s)
    Length
    Principal Occupation
    Complex
    Directorships
    Name, Address
    Held with
    of Time
    During the Past
    Overseen
    held by
    and Age*
    the Fund
    Served
    Five Years
    by Trustee**
    Trustee
    Ben Harris
    —
    1 year;
    Chairman of Hormel Harris
    2
    Director, Special
    (56)
     
    Since
    Investments, LLC; Principal
     
    Opportunities
       
    2018
    of NBC Bancshares, LLC; Chief
     
    Fund, Inc.
         
    Executive Officer of Crossroads
       
         
    Capital, Inc.; Administrator of
       
         
    Crossroads Liquidating Trust.
       
               
    OFFICERS
               
    Andrew Dakos***
    President
    1 year;
    Partner – Bulldog Investors,
    n/a
    n/a
    (58)
    as of
    Since
    LLP; Partner – Ryan Heritage,
       
     
    July 2018.
    2018
    LLP; Principal of the former
       
         
    general partner of several private
       
         
    investment partnerships in the
       
         
    Bulldog Investors group of funds.
       
               
    Thomas Antonucci***
    Treasurer
    1 year;
    Director of Operations of
    n/a
    n/a
    (55)
    as of
    Since
    Bulldog Investors, LLP.
       
     
    July 2018.
    2018
         
               
    Phillip Goldstein***
    Secretary
    1 year;
    Partner – Bulldog Investors,
    n/a
    n/a
    (79)
    as of
    Since
    LLP; Partner – Ryan Heritage,
       
     
    July 2018.
    2018
    LLP; Principal of the former
       
         
    general partner of several private
       
         
    investment partnerships in the
       
         
    Bulldog Investors group of funds.
       
               
    Stephanie Darling***
    Chief
    1 year;
    General Counsel and Chief
    n/a
    n/a
    (54)
    Compliance
    Since
    Compliance Officer of Bulldog
       
     
    Officer
    2018
    Investors, LLP; Chief Compliance
       
     
    as of
     
    Officer of Ryan Heritage, LLP,
       
     
    July 2018.
     
    Total Return Securities Fund,
       
         
    Special Opportunities Fund and
       
         
    Mexico Equity and Income Fund,
       
         
    Principal, the Law Office of
       
         
    Stephanie Darling; Editor-In-Chief,
       
         
    The Investment Lawyer.
       

    *
     
    The address for all trustees and officers is c/o High Income Securities Fund, 615 East Michigan Street, Milwaukee, WI 53202.
    **
     
    The Fund Complex is comprised of the Fund, Special Opportunities Fund, Inc., and Total Return Securities Fund.
    ***
     
    Messrs. Dakos, Goldstein, Antonucci and Ms. Darling are each considered an “interested person” of the Fund within the meaning of the 1940 Act because of their affiliation with Bulldog Investors, LLP, the Adviser, and positions as officers of the Fund. Mr. Das is considered an “interested person” of the Fund because of his affiliation with Bulldog Investors, LLP, the Adviser.



    48

    High Income Securities Fund


    Privacy policy notice

    The following is a description of the Fund’s policies regarding disclosure of nonpublic personal information that you provide to the Fund or that the Fund collects from other sources.  In the event that you hold shares of the Fund through a broker-dealer or other financial intermediary, the privacy policy of the financial intermediary would govern how your nonpublic personal information would be shared with unaffiliated third parties.
     
    CATEGORIES OF INFORMATION THE FUND COLLECTS.  The Fund collects the following nonpublic personal information about you:
     
     
    1.
    Information from the Consumer: this category includes information the Fund receives from you on or in applications or other forms, correspondence, or conversations (such as your name, address, phone number, social security number, assets, income and date of birth); and
         
     
    2.
    Information about the Consumer’s transactions: this category includes information about your transactions with the Fund, its affiliates, or others (such as your account number and balance, payment history, parties to transactions, cost basis information, and other financial information).

    CATEGORIES OF INFORMATION THE FUND DISCLOSES.  The Fund does not disclose any nonpublic personal information about their current or former shareholders to unaffiliated third parties, except as required or permitted by law.  The Fund is permitted by law to disclose all of the information it collects, as described above, to its service providers (such as the Custodian, administrator and transfer agent) to process your transactions and otherwise provide services to you.
     
    CONFIDENTIALITY AND SECURITY.  The Fund restricts access to your nonpublic personal information to those persons who require such information to provide products or services to you.  The Fund maintains physical, electronic and procedural safeguards that comply with federal standards to guard your nonpublic personal information.
     
    This privacy policy notice is not a part of the shareholder report.
     





    49


    Investment Adviser
    Bulldog Investors, LLP
    Park 80 West
    250 Pehle Avenue, Suite 708
    Saddle Brook, NJ  07663

    Transfer Agent and Registrar
    Equiniti Trust Company, LLC
    6201 15th Avenue
    Brooklyn, NY  11219

    Fund Administrator and Fund Accountant
    U.S. Bancorp Fund Services, LLC
    615 East Michigan Street
    Milwaukee, WI  53202

    Custodian
    U.S. Bank, N.A.
    Custody Operations
    1555 North RiverCenter Drive, Suite 302
    Milwaukee, WI  53212

    Fund Counsel
    Blank Rome LLP
    1271 Avenue of the Americas
    New York, NY  10020

    Independent Registered Public Accounting Firm
    Tait, Weller & Baker LLP
    Two Liberty Place
    50 South 16th Street, Suite 2900
    Philadelphia, PA  19102

    Board of Trustees
    Andrew Dakos
    Phillip Goldstein
    Ben Harris
    Gerald Hellerman
    Rajeev Das
    Moritz Sell
    Richard Dayan






    High Income Securities Fund
    1-800-937-5449






    (b)
    Not applicable.


    Item 2. Code of Ethics.

    Not applicable for semi-annual reports.

    Item 3. Audit Committee Financial Expert.

    Not applicable for semi-annual reports.

    Item 4. Principal Accountant Fees and Services.

    Not applicable for semi-annual reports.

    Item 5. Audit Committee of Listed Registrants.

    Not applicable for semi-annual reports.

    Item 6. Investments.

    (a)
    Schedule of Investments is included as part of the report to shareholders filed under Item 1 of this Form.
     
    Item 7. Financial Statements and Financial Highlights for Open-End Management Investment Companies.

    Not applicable to closed-end investment companies.
     
    Item 8. Changes in and Disagreements with Accountants for Open-End Management Investment Companies.
     
    Not applicable to closed-end investment companies.

    Item 9. Proxy Disclosure for Open-End Management Investment Companies.
     
    Not applicable to closed-end investment companies.
     
    Item 10. Remuneration Paid to Directors, Officers, and Others of Open-End Management Investment Companies.

    Not applicable to closed-end investment companies.
     
    Item 11. Statement Regarding Basis for Approval of Investment Advisory Contract.

    See Item 1(a).

    Item 12. Disclosure of Proxy Voting Policies and Procedures for Closed-End Management Investment Companies.

    Not applicable for semi-annual reports.

    Item 13. Portfolio Managers of Closed-End Management Investment Companies.

    Not applicable for semi-annual reports.

    Item 14. Purchases of Equity Securities by Closed‑End Management Investment Company and Affiliated Purchasers.


    Period
    (a)
    Total Number of Shares (or Units) Purchased
    (b)
    Average Price Paid per Share (or Unit)
    (c)
    Total Number of Shares (or Units) Purchased as Part of Publicly Announced Plans or Programs
    (d)
    Maximum Number (or Approximate Dollar Value) of Shares (or Units) that May Yet Be Purchased Under the Plans or Programs
    September 1 – September 30, 2024
    -
    -
    -
    N/A
    October 1 – October 31, 2024
    -
    -
    -
    N/A
    November 1 – November 30, 2024
    -
    -
    -
    N/A
    December 1 – December 31, 2024
    -
    -
    -
    N/A
    January 1 – January 31, 2025
    -
    -
    -
    N/A
    February 1 – February 28, 2025
    -
    -
    -
    N/A
    Total
    -
    -
    -
    N/A

    *Footnote the date each plan or program was announced, the dollar amount (or share or unit amount) approved, the expiration date (if any) of each plan or program, each plan or program that expired during the covered period, each plan or program registrant plans to terminate or let expire.

    Item 15. Submission of Matters to a Vote of Security Holders.

    Not Applicable.

    Item 16. Controls and Procedures.

    (a)
    The Registrant’s President and Treasurer have reviewed the Registrant's disclosure controls and procedures (as defined in Rule 30a-3(c) under the Investment Company Act of 1940 (the “Act”)) as of a date within 90 days of the filing of this report, as required by Rule 30a-3(b) under the Act and Rules 13a-15(b) or 15d‑15(b) under the Securities Exchange Act of 1934.  Based on their review, such officers have concluded that the disclosure controls and procedures are effective in ensuring that information required to be disclosed in this report is appropriately recorded, processed, summarized and reported and made known to them by others within the Registrant and by the Registrant’s service provider.

    (b)
    There were no changes in the Registrant's internal control over financial reporting (as defined in Rule 30a-3(d) under the Act) that occurred during the 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 17. Disclosure of Securities Lending Activities for Closed-End Management Investment Companies

    The registrant did not engage in securities lending activities during the fiscal period reported on this Form N-CSR.

    Item 18. Recovery of Erroneously Awarded Compensation.

    (a) Not Applicable

    (b) Not Applicable

    Item 19. Exhibits.

    (a)
    (1) Any code of ethics or amendment thereto, that is the subject of the disclosure required by Item 2, to the extent that the registrant intends to satisfy Item 2 requirements through filing an exhibit. Incorporated by reference to previous Form N-CSR filing. Not applicable.

    (2) Any policy required by the listing standards adopted pursuant to Rule 10D-1 under the Exchange Act (17 CFR 240.10D-1) by the registered national securities exchange or registered national securities association upon which the registrant’s securities are listed. Not Applicable.

    (3) A separate certification for each principal executive officer and principal financial officer of the registrant as required by Rule 30a-2(a) under the Investment Company Act of 1940 (17 CFR 270.30a-2(a)).  Filed herewith.

    (4) Any written solicitation to purchase securities under Rule 23c‑1 under the Act sent or given during the period covered by the report by or on behalf of the registrant to 10 or more persons.  Not Applicable.

    (5)
    Change in the registrant’s independent public accountant.  There was no change in the registrant’s independent public accountant for the period covered by this report.

    (b)
    Certifications pursuant to Section 906 of the Sarbanes‑Oxley Act of 2002.  Furnished herewith.

    (c)
    Notices to Fund’s shareholders in accordance with Rule 19a-1 under the Investment Company Act of 1940, as amended.  Filed herewith.


    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)  High Income Securities Fund 

    By (Signature and Title)*   /s/Andrew Dakos
    Andrew Dakos, President

    Date    May 7, 2025


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

    By (Signature and Title)*   /s/Andrew Dakos
    Andrew Dakos, President

    Date    May 7, 2025

    By (Signature and Title)*   /s/Thomas Antonucci
    Thomas Antonucci, Treasurer

    Date    May 7, 2025

    * Print the name and title of each signing officer under his or her signature.








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      High Income Securities Fund, Inc. (NYSE:PCF) (the "Fund") today announced that the Fund's Board of Trustees (the "Board") has declared the next three-monthly dividends under the Fund's managed distribution plan. Under the Fund's managed distribution plan, the Fund intends to make monthly distributions to common stockholders at an annual rate of 10% (or 0.8333% per month) for 2022, based on the net asset value of $8.75 of the Fund's common shares as of December 31, 2021. The next three dividends for 2022 declared under the managed distribution plan are as follows: Month Distribution Record Date Payable Date       January $0.073 January 20

      1/6/22 10:09:00 AM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance

    $PCF
    Press Releases

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    • High Income Securities Fund Announces Monthly Distributions For Second Quarter of 2025

      High Income Securities Fund (NYSE:PCF) (the "Fund") today announced that the Fund's Board of Trustees (the "Board") has declared the next three monthly distributions under the Fund's managed distribution plan. Under the Fund's managed distribution plan, the Fund intends to make monthly distributions to common stockholders at an annual rate of 10% (or 0.8333% per month) for 2025, based on the net asset value of $7.11 of the Fund's common shares as of December 31, 2024. The next three distributions declared under the managed distribution plan are as follows:   Month Rate Record Date Payable Date April $0.0593 April 22, 2025 April 30, 2025 May $0.0593

      4/4/25 2:36:00 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance
    • High Income Securities Fund Announces Monthly Distributions For First Quarter of 2025

      High Income Securities Fund (NYSE:PCF) (the "Fund") today announced that the Fund's Board of Trustees (the "Board") has declared the next three monthly distributions under the Fund's managed distribution plan. Under the Fund's managed distribution plan, the Fund intends to make monthly distributions to common stockholders at an annual rate of 10% (or 0.8333% per month) for 2025, based on the net asset value of $7.11 of the Fund's common shares as of December 31, 2024. The next three distributions declared under the managed distribution plan are as follows: Month       Rate       Record Date       Payable Date January       $0.0593       January

      1/7/25 4:34:00 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance
    • High Income Securities Fund Adjourns Annual Meeting

      High Income Securities Fund (NYSE:PCF) announced that the annual stockholder meeting convened on December 27, 2024 and was adjourned until January 3, 2025 at 11:00 a.m., Eastern time to afford stockholders additional time to vote their shares. View source version on businesswire.com: https://www.businesswire.com/news/home/20241227331474/en/

      12/27/24 11:40:00 AM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance

    $PCF
    SEC Filings

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    • SEC Form N-CSRS filed by High Income Securities Fund

      N-CSRS - HIGH INCOME SECURITIES FUND (0000810943) (Filer)

      5/7/25 1:05:39 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance
    • SEC Form DEF 14A filed by High Income Securities Fund

      DEF 14A - HIGH INCOME SECURITIES FUND (0000810943) (Filer)

      12/16/24 3:18:33 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance
    • SEC Form PRE 14A filed by High Income Securities Fund

      PRE 14A - HIGH INCOME SECURITIES FUND (0000810943) (Filer)

      11/27/24 2:29:49 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance

    $PCF
    Large Ownership Changes

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    • Amendment: SEC Form SC 13G/A filed by High Income Securities Fund

      SC 13G/A - HIGH INCOME SECURITIES FUND (0000810943) (Subject)

      10/3/24 5:01:49 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance
    • SEC Form SC 13G filed by High Income Securities Fund

      SC 13G - HIGH INCOME SECURITIES FUND (0000810943) (Subject)

      10/2/24 4:00:10 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance
    • SEC Form SC 13D filed by High Income Securities Fund

      SC 13D - HIGH INCOME SECURITIES FUND (0000810943) (Filed by)

      6/1/22 9:26:11 AM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance

    $PCF
    Insider Trading

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    • Director Sell Moritz A bought $4,695 worth of shares (789 units at $5.95), increasing direct ownership by 7% to 11,822 units (SEC Form 4)

      4 - HIGH INCOME SECURITIES FUND (0000810943) (Issuer)

      4/10/25 5:01:30 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance
    • Director Sell Moritz A bought $33,733 worth of shares (5,587 units at $6.04), increasing direct ownership by 103% to 11,033 units (SEC Form 4)

      4 - HIGH INCOME SECURITIES FUND (0000810943) (Issuer)

      4/8/25 5:01:20 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance
    • New insider Bulldog Investors, Llp claimed no ownership of stock in the company (SEC Form 3)

      3 - HIGH INCOME SECURITIES FUND (0000810943) (Issuer)

      4/3/25 4:05:04 PM ET
      $PCF
      Trusts Except Educational Religious and Charitable
      Finance