Tiptree Reports Second Quarter 2023 Results

Tiptree Inc. (NASDAQ:TIPT) ("Tiptree" or the "Company"), today announced its financial results for the three and six months ended June 30, 2023.

(1) See "—Non-GAAP Reconciliations" for a discussion of non-GAAP financial measures. Adjusted net income is presented before the impacts of non-controlling interests.

Second Quarter 2023 Summary

• Record revenues of $404.5 million for the quarter, an increase of 19.0% from Q2'22, driven by growth in Fortegra's specialty insurance lines. Excluding investment gains and losses, revenues were up 18.1%.

• Net income of $6.0 million compared to net loss of $22.4 million in Q2'22, driven by growth in our insurance business, and the non-repeat of a $25.5 million deferred tax charge associated with the investment in Fortegra by Warburg Pincus in the prior year period, partially offset by lower shipping income.

• Adjusted net income of $23.8 million increased by 70.2% from $14.0 million in Q2'22, driven by growth in our insurance operations. Adjusted return on average equity was 17.5% for the quarter, as compared to 12.3% in Q2'22.

• Declared a dividend of $0.05 per share to stockholders of record on August 21, 2023 with a payment date of August 28, 2023.

Year-to-date 2023 Summary

• Year-to-date revenues of $786.1 million, an increase of 18.3% from 2022, driven by growth in Fortegra's specialty insurance lines. Excluding investment gains and losses, revenues were up 17.1%.

• Net income of $4.9 million compared to net loss of $23.4 million in 2022, driven by growth in our insurance business, and the non-repeat of a $25.5 million deferred tax charge associated with the investment in Fortegra by Warburg Pincus in the prior year period, partially offset by lower shipping income.

• Adjusted net income of $41.1 million increased by 39.6% from $29.4 million in 2022, driven by growth in our insurance operations while maintaining a consistent combined ratio. Adjusted return on average equity was 15.2% for the year, as compared to 12.7% in 2022.

Segment Financial Highlights - Second Quarter 2023

Insurance (The Fortegra Group):

(1) See "—Non-GAAP Reconciliations" for a discussion of non-GAAP financial measures. Adjusted net income is presented before the impacts of non-controlling interests.

• Record gross written premiums and premium equivalents grew 43.8% for the quarter and 34.3% for the year, driven by specialty insurance lines and services businesses in U.S. and Europe. Unearned premiums and deferred revenues grew to $2.2 billion, up $390.6 million, or 21.6%, from Q2'22.

• Record revenues increased 30.9% for the quarter and 30.7% for the year driven by premium growth in specialty E&S and admitted lines, and services businesses in the U.S. and Europe. Excluding the impact of investment gains and losses, revenues increased by 28.0% for the quarter and 28.5% for the year.

• The combined ratio for the quarter was 90.5%, compared to 90.9% in Q2'22. Year-to-date combined ratio was 91.2%, as compared to 90.7% in 2022.

• Income before taxes for the quarter was $30.4 million, up $21.3 million. Year-to-date income before the taxes was $49.9 million, up $26.1 million. Return on equity for the year was 20.2%, compared to 10.4% in 2022. The increases were driven by growth in underwriting and fee revenues, consistency of the combined ratio and increased net investment income.

• Record adjusted net income for the quarter of $30.1 million, up 59.0% from Q2'22. Year-to-date adjusted net income was $53.1 million, up 32.4% from prior year. Adjusted return on average equity for the year was 29.6%, compared to 25.5% in 2022.

Tiptree Capital:

(1) See "—Non-GAAP Reconciliations" for a discussion of non-GAAP financial measures. Adjusted net income is presented before the impacts of non-controlling interests.

• Tiptree Capital income before taxes was $2.8 million for the quarter, compared to income of $9.1 million in Q2'22, driven by improvement in mortgage operations, offset by declines in shipping operations as a result of the sale of five vessels in 2022.

• Income before taxes was $1.6 million for the year, down from the prior year driven by declines in our mortgage business and shipping operations as a result of the sale of five vessels in 2022, partially offset by improved performance in the Company's other investment holdings.

• Total Tiptree Capital book value was $201.5 million as of Q2'23.

Corporate:

Corporate includes expenses of the holding company for interest expense, employee compensation and benefits, audit and professional fees, and public company and other expenses. For the quarter, corporate expenses were $9.5 million compared to $13.3 million in Q2'22. The decrease was driven by reduced consulting expenses and lower interest expense as we repaid our corporate holding company borrowings in June 2022.

Non-GAAP

Management uses Adjusted net income and Adjusted return on average equity as measurements of operating performance. Management believes these measures provide supplemental information useful to investors as they are frequently used by the financial community to analyze financial performance and comparison among companies. Management uses Adjusted net income and adjusted return on average equity as part of its capital allocation process and to assess comparative returns on invested capital. Adjusted net income represents income before taxes, less provision (benefit) for income taxes, and excluding the after-tax impact of various expenses that we consider to be unique and non-recurring in nature, stock-based compensation, net realized and unrealized gains (losses), and intangibles amortization associated with purchase accounting. Adjusted net income and Adjusted return on average equity are presented before the impacts of non-controlling interests. Adjusted net income and Adjusted return on average equity are not measurements of financial performance or liquidity under GAAP and should not be considered as an alternative or substitute for GAAP net income. See "Non-GAAP Reconciliations" for a reconciliation of these measures to their GAAP equivalents.

Earnings Conference Call

Tiptree will host a conference call on Thursday, August 3, 2023 at 10:30 a.m. Eastern Time to discuss its Q2 2023 financial results. A copy of our investor presentation, to be used during the conference call, as well as this press release, will be available in the Investor Relations section of the Company's website, located at www.tiptreeinc.com.

The conference call will be available via live or archived webcast at https://investors.tiptreeinc.com/Investor-Resources. To listen to a live broadcast, go to the site at least 15 minutes prior to the scheduled start time in order to register, download and install any necessary audio software. To participate in the telephone conference call, please dial 1-877-407-4018 (domestic) or 1-201-689-8471 (international). Please dial in at least five minutes prior to the start time.

A replay of the call will be available from Thursday, August 3, 2023 at 12:00 p.m. Eastern Time, until midnight Eastern on Thursday, August 10, 2023. To listen to the replay, please dial 1-844-512-2921 (domestic) or 1-412-317-6671 (international), Passcode: 13739057.

About Tiptree

Tiptree Inc. (NASDAQ:TIPT) allocates capital to select small and middle market companies with the mission of building long-term value. Established in 2007, we have a significant track record investing in the insurance sector and across a variety of other industries, including mortgage origination, specialty finance and shipping. With proprietary access and a flexible capital base, we seek to uncover compelling investment opportunities and support management teams in unlocking the full value potential of their businesses. For more information, please visit tiptreeinc.com and follow us on LinkedIn.

Forward-Looking Statements

This release contains "forward-looking statements" which involve risks, uncertainties and contingencies, many of which are beyond the Company's control, which may cause actual results, performance, or achievements to differ materially from anticipated results, performance, or achievements. All statements contained in this release that are not clearly historical in nature are forward-looking, and the words "anticipate," "believe," "estimate," "expect," "intend," "may," "might," "plan," "project," "should," "target," "will," or similar expressions are intended to identify forward-looking statements. Such forward-looking statements include, but are not limited to, statements about the Company's plans, objectives, expectations for our businesses and intentions. The forward-looking statements are not guarantees of future performance and are subject to risks, uncertainties and other factors, many of which are beyond our control, are difficult to predict and could cause actual results to differ materially from those expressed or forecast in the forward-looking statements. Our actual results could differ materially from those anticipated in these forward-looking statements as a result of various factors, including, but not limited to those described in the section entitled "Risk Factors" in the Company's Annual Report on Form 10-K, and as described in the Company's other filings with the Securities and Exchange Commission. Readers are cautioned not to place undue reliance on these forward-looking statements, which speak only as to the date of this release. The factors described therein are not necessarily all of the important factors that could cause actual results or developments to differ materially from those expressed in any of our forward-looking statements. Other unknown or unpredictable factors also could affect our forward-looking statements. Consequently, our actual performance could be materially different from the results described or anticipated by our forward-looking statements. Given these uncertainties, you should not place undue reliance on these forward-looking statements. Except as required by the federal securities laws, we undertake no obligation to update any forward-looking statements.

Tiptree Inc.

Non-GAAP Reconciliations (Unaudited)

Non-GAAP Financial Measures — Adjusted net income and Adjusted return on average equity

The Company defines Adjusted net income as income before taxes, less provision (benefit) for income taxes, and excluding the after-tax impact of various expenses that we consider to be unique and non-recurring in nature, including merger and acquisition related expenses, stock-based compensation, net realized and unrealized gains (losses) and intangibles amortization associated with purchase accounting. We use adjusted net income as an internal operating performance measure in the management of business as part of our capital allocation process. We believe adjusted net income provides useful supplemental information to investors as it is frequently used by the financial community to analyze financial performance between periods and for comparison among companies. Adjusted net income should not be viewed as a substitute for income before taxes calculated in accordance with GAAP, and other companies may define adjusted net income differently. Adjusted net income is presented before the impacts of non-controlling interests.

We define Adjusted return on average equity as Adjusted net income expressed on an annualized basis as a percentage of average beginning and ending stockholder's equity during the period. We use Adjusted return on average equity as an internal performance measure in the management of our operations because we believe it gives our management and other users of our financial information useful insight into our results of operations and our underlying business performance. Adjusted return on average equity should not be viewed as a substitute for return on average equity calculated in accordance with GAAP, and other companies may define adjusted return on average equity differently.

Non-GAAP Financial Measures — Book value per share

Management believes the use of this financial measure provides supplemental information useful to investors as book value is frequently used by the financial community to analyze company growth on a relative per share basis. The following table provides a reconciliation between total stockholders' equity and total shares outstanding, net of treasury shares.

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