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UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
Form 10-Q
(Mark One)
Quarterly Report Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934
For the Quarterly period ended June 30, 2023
OR
 Transition Report Pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934
For the transition period from            to            
Commission File Number: 001-33549
Tiptree Inc.
(Exact name of Registrant as Specified in Its Charter)
Maryland                                38-3754322
(State or Other Jurisdiction of Incorporation of Organization        (IRS Employer Identification No.)

660 Steamboat Road, 2nd Floor, Greenwich, Connecticut                06830
(Address of Principal Executive Offices)                        Zip Code

Registrant’s Telephone Number, Including Area Code: (212446-1400
Securities registered pursuant to Section 12(b) of the Act:
 Title of each classTrading Symbol(s)Name of each exchange on which registered
common stock, par value $0.001 per shareTIPTNASDAQCapital Market
    
    Indicate by check mark whether the registrant: (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days.    Yes  x No ¨ 
    Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files).    Yes x     No   ¨
    Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company or an emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer,” “smaller reporting company,” and “emerging growth company” in Rule 12b-2 of the Exchange Act. (Check one):
Large accelerated filer ¨                    Accelerated filer x
Non-accelerated filer ¨                    Smaller reporting company
                            Emerging growth company

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.
Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act.)    Yes      No

As of August 1, 2023, there were 36,749,768 shares, par value $0.001, of the registrant’s common stock outstanding.



Tiptree Inc.
Quarterly Report on Form 10-Q
June 30, 2023

Table of Contents
ITEM
Page Number
F- 1
Item 1. Financial Statements (Unaudited)
F- 3
F- 3
F- 4
F- 5
F- 6
F- 8
F- 10
F- 10
F- 10
F- 11
F- 11
F- 13
F- 19
F- 19
F- 23
F- 24
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Item 4. Controls and Procedures




PART I. FINANCIAL INFORMATION
Forward-Looking Statements

Except for the historical information included and incorporated by reference in this Quarterly Report on Form 10-Q, the information included and incorporated by reference herein are “forward-looking statements” within the meaning of Section 27A of the Securities Act and Section 21E of the Exchange Act. Forward-looking statements provide our current expectations or forecasts of future events and are not statements of historical fact. These forward-looking statements include information about possible or assumed future events, including, among other things, discussion and analysis of our future financial condition, results of operations and our strategic plans and objectives. When we use words such as “anticipate,” “believe,” “estimate,” “expect,” “intend,” “seek,” “may,” “might,” “plan,” “project,” “should,” “target,” “will,” or similar expressions, we intend to identify forward-looking statements.

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 forecasted 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 our Annual Report on Form 10-K for the fiscal year ended December 31, 2022, in this Quarterly Report on Form 10-Q and in our other public filings with the SEC.

The factors described herein 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 applicable law, we undertake no obligation to update any forward-looking statements.

Market and Industry Data

Certain market data and industry data included in this Quarterly Report on Form 10-Q were obtained from reports of governmental agencies and industry publications and surveys. We believe the data from third-party sources to be reliable based upon our management’s knowledge of the industry, but have not independently verified such data and as such, make no guarantees as to its accuracy, completeness or timeliness.

Note to Reader

In reading this Quarterly Report on Form 10-Q, references to:
“A.M. Best” means A.M. Best Company, Inc.
“BSBY” means the Bloomberg Short-Term Bank Yield Index.
“Corvid Peak” means collectively: Corvid Peak Holdings, L.P., Corvid Peak Capital Management, LLC, Corvid Peak GP Holdings, LLC and Corvid Peak Holdings GP, LLC.
“Corvid Peak Funds” means Corvid Peak Restructuring Partners Onshore Fund LLC and Albatross CP LLC.
“EBITDA” means earnings before interest, taxes, depreciation and amortization.
“EBITDAR” means earnings before interest, taxes, depreciation and amortization, and restructuring or rent costs.
“E&S” means excess and surplus.
“Exchange Act” means the Securities Exchange Act of 1934, as amended.
“Fannie Mae” means Federal National Mortgage Association.
“Fortegra” or “The Fortegra Group” means The Fortegra Group, LLC and its subsidiaries prior to June 21, 2022 and to The Fortegra Group, Inc. on or after June 21, 2022.
“Fortegra Additional Warrants” means the additional warrants issued to Warburg and Tiptree Holdings to acquire Fortegra Common Stock.
“Fortegra Additional Warrants (Warburg)” means the Fortegra Additional Warrants issued to Warburg.
“Fortegra Common Stock” means the common stock of Fortegra.
“Fortegra Plan” means the 2022 Equity Incentive Plan of Fortegra.
“Fortegra Preferred Stock” means the 5,333,333 shares of Series A Preferred Stock of Fortegra issued to Warburg.
“Fortegra Warrants” means the warrants to purchase shares of Fortegra Common Stock.
“Freddie Mac” means Federal Home Loan Mortgage Corporation.
“GAAP” means U.S. generally accepted accounting principles.
“Ginnie Mae” means Government National Mortgage Association.
“GSE” means government-sponsored enterprise.
F - 1


“Invesque” means Invesque Inc.
“ITC” means ITC Compliance GRP Limited.
“Luxury” means Luxury Mortgage Corp.
“NAIC” means the National Association of Insurance Commissioners.
“Premia” means Premia Solutions Limited.
“Reliance” means Reliance First Capital, LLC.
“SEC” means the U.S. Securities and Exchange Commission.
“Securities Act” means the Securities Act of 1933, as amended.
“Sky Auto” means Sky Services LLC.
“Smart AutoCare” means the following entities and their subsidiaries operating under the Smart AutoCare brand: SAC Holdings, Inc., Freedom Insurance Company, Ltd., Dealer Motor Services, Inc., Independent Dealer Group, Inc., Ownershield, Inc. and Accelerated Service Enterprise, LLC.
“SOFR” means the Secured Overnight Financing Rate.
“Tiptree”, the “Company”, “we”, “its”, “us” and “our” means, unless otherwise indicated by the context, Tiptree Inc. and its consolidated subsidiaries.
“Tiptree Holdings” means Tiptree Holdings LLC.
“Transition Services Agreement” means the Amended and Restated Transition Services Agreement between Corvid Peak and Tiptree Inc., effective as of January 1, 2019.
“Warburg” means WP Falcon Aggregator, L.P., a Delaware limited partnership affiliated with funds advised or managed by Warburg Pincus LLC.
“WP Transaction” means the $200 million strategic investment in Fortegra by Warburg.



F - 2

TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Balance Sheets (Unaudited)
(in thousands, except share data)
As of
June 30, 2023December 31, 2022
Assets:
Investments:
Available for sale securities, at fair value, net of allowance for credit losses$795,556 $611,980 
Loans, at fair value78,853 64,843 
Equity securities130,881 85,776 
Other investments85,939 73,025 
Total investments1,091,229 835,624 
Cash and cash equivalents 372,410 538,065 
Restricted cash25,589 12,782 
Notes and accounts receivable, net687,825 502,311 
Reinsurance receivables1,444,795 1,176,090 
Deferred acquisition costs520,925 498,925 
Goodwill205,674 186,608 
Intangible assets, net128,107 117,015 
Other assets157,895 172,143 
Total assets$4,634,449 $4,039,563 
Liabilities and Stockholders’ Equity
Liabilities:
Debt, net$361,211 $259,366 
Unearned premiums1,521,320 1,357,436 
Policy liabilities and unpaid claims722,469 567,193 
Deferred revenue681,263 649,150 
Reinsurance payable443,698 305,097 
Other liabilities and accrued expenses358,420 367,748 
Total liabilities$4,088,381 $3,505,990 
Stockholders’ Equity:
Preferred stock: $0.001 par value, 100,000,000 shares authorized, none issued or outstanding
$ $ 
Common stock: $0.001 par value, 200,000,000 shares authorized, 36,742,295 and 36,385,299 shares issued and outstanding, respectively
37 36 
Additional paid-in capital379,741 382,645 
Accumulated other comprehensive income (loss), net of tax(33,226)(39,429)
Retained earnings55,340 54,113 
Total Tiptree Inc. stockholders’ equity401,892 397,365 
Non-controlling interests:
Fortegra preferred interests77,679 77,679 
Common interests66,497 58,529 
Total non-controlling interests144,176 136,208 
Total stockholders’ equity546,068 533,573 
Total liabilities and stockholders’ equity$4,634,449 $4,039,563 


See accompanying notes to condensed consolidated financial statements.
F-3

TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Operations (Unaudited)
(in thousands, except share data)

Three Months Ended
June 30,
Six Months Ended
June 30,
2023202220232022
Revenues:
Earned premiums, net$269,795 $215,941 $535,125 $424,357 
Service and administrative fees98,113 77,625 190,145 149,460 
Ceding commissions4,676 3,326 8,321 5,863 
Net investment income9,088 3,365 14,197 6,532 
Net realized and unrealized gains (losses)8,825 15,687 11,002 32,891 
Other revenue14,021 23,899 27,353 45,643 
Total revenues404,518 339,843 786,143 664,746 
Expenses:
Policy and contract benefits147,734 104,665 289,409 209,111 
Commission expense142,699 127,453 289,149 244,876 
Employee compensation and benefits44,383 48,262 85,181 104,717 
Interest expense7,044 9,135 13,509 19,334 
Depreciation and amortization5,875 6,009 11,128 12,165 
Other expenses33,109 39,512 65,920 70,688 
Total expenses380,844 335,036 754,296 660,891 
Income (loss) before taxes23,674 4,807 31,847 3,855 
Less: provision (benefit) for income taxes11,824 26,555 16,846 26,469 
Net income (loss)11,850 (21,748)15,001 (22,614)
Less: net income (loss) attributable to non-controlling interests5,861 660 10,074 754 
Net income (loss) attributable to common stockholders$5,989 $(22,408)$4,927 $(23,368)
Net income (loss) per common share:
Basic earnings per share$0.16 $(0.64)$0.13 $(0.67)
Diluted earnings per share$0.16 $(0.64)$0.13 $(0.67)
Weighted average number of common shares:
Basic36,742,295 35,228,775 36,633,226 34,731,655 
Diluted37,585,811 35,228,775 37,509,660 34,731,655 
Dividends declared per common share$0.05 $0.04 $0.10 $0.08 


See accompanying notes to condensed consolidated financial statements.
F-4

TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Comprehensive Income (Loss) (Unaudited)
(in thousands)


Three Months Ended
June 30,
Six Months Ended
June 30,
2023202220232022
Net income (loss)$11,850 $(21,748)$15,001 $(22,614)
Other comprehensive income (loss), net of tax:
Change in unrealized gains (losses) on available for sale securities(3,576)(12,118)5,925 (38,384)
Change in unrealized currency translation adjustments2,700 (7,065)5,632 (7,065)
Related (provision) benefit for income taxes797 3,368 (3,238)9,163 
Other comprehensive income (loss), net of tax(79)(15,815)8,319 (36,286)
Comprehensive income (loss)11,771 (37,563)23,320 (58,900)
Less: comprehensive income (loss) attributable to non-controlling interests5,915 (102)12,190 (58)
Comprehensive income (loss) attributable to common stockholders$5,856 $(37,461)$11,130 $(58,842)

See accompanying notes to condensed consolidated financial statements.
F-5

TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Changes in Stockholders’ Equity (Unaudited)
(in thousands, except shares)
Common stockNon-controlling interests
Number of sharesPar value Additional paid-in capitalAccumulated other comprehensive income (loss)Retained earningsTotal
Tiptree Inc. stockholders’ equity
Fortegra preferred interestsCommon interestsTotal stockholders' equity
Balance at December 31, 2022
36,385,299 $36 $382,645 $(39,429)$54,113 $397,365 $77,679 $58,529 $533,573 
Amortization of share-based incentive compensation— — 3,576 — — 3,576 — 490 4,066 
Vesting of share-based incentive compensation301,989 1 (462)— — (461)— (470)(931)
Shares issued upon exercise of options55,007 — — — — — — — — 
Non-controlling interest distributions— — (1,751)— — (1,751)— (3,174)(4,925)
Net change in non-controlling interests and other— — (4,267)— — (4,267)— 2,106 (2,161)
Common stock dividends declared— — — — (3,700)(3,700)— — (3,700)
Other comprehensive income (loss), net of tax— — — 6,203 — 6,203 — 2,116 8,319 
Subsidiary preferred dividends declared— — — — (3,174)(3,174)— — (3,174)
Net income (loss)— — — — 8,101 8,101 — 6,900 15,001 
Balance at June 30, 202336,742,295 $37 $379,741 $(33,226)$55,340 $401,892 $77,679 $66,497 $546,068 
Balance at March 31, 202336,734,948 37 382,502 (33,093)51,201 400,647 77,679 63,231 541,557 
Amortization of share-based incentive compensation— — 1,403 — — 1,403 — 449 1,852 
Vesting of share-based incentive compensation 7,347 — 103 — — 103 —  103 
Net change in non-controlling interest and other— — (4,267)— — (4,267)— (1,502)(5,769)
Common stock dividends declared— — — — (1,850)(1,850)— — (1,850)
Other comprehensive income (loss), net of tax— — — (133)— (133)— 54 (79)
Subsidiary preferred dividends declared— — — — (1,596)(1,596)— — (1,596)
Net income (loss)— — — — 7,585 7,585 — 4,265 11,850 
Balance at June 30, 202336,742,295 37 379,741 (33,226)55,340 401,892 77,679 66,497 546,068 
    

F-6

TIPTREE INC. AND SUBSIDIARIES
Condensed Consolidated Statements of Changes in Stockholders’ Equity (Unaudited)
(in thousands, except shares)
Common stockNon-controlling interests
Number of sharesPar valueAdditional paid-in capitalAccumulated other comprehensive income (loss)Retained earningsTotal
Tiptree Inc. stockholders’ equity
Fortegra preferred interestsCommon interestsTotal stockholders' equity
Balance at December 31, 2021
34,124,153 $34 $317,459 $(2,685)$68,146 $382,954 $ $17,227 $400,181 
Amortization of share-based incentive compensation— — 3,600 — — 3,600 — 620 4,220 
Vesting of share-based incentive compensation270,417 — (413)— — (413)— (1,086)(1,499)
Shares purchased under stock purchase plan(89,543)— (936)— — (936)— — (936)
Shares issued upon exercise of warrants1,999,989 2 13,722 — — 13,724 — — 13,724 
Transfer of liability awards— — 4,847 — — 4,847 — — 4,847 
WP Transactions— — 41,092 7,193 — 48,285 77,679 41,044 167,008 
Non-controlling interest contributions— — — — — — — 250 250 
Non-controlling interest distributions— — — — — — — (583)(583)
Common stock dividends declared— — — — (2,814)(2,814)— — (2,814)
Other comprehensive income (loss), net of tax— — — (35,474)— (35,474)— (812)(36,286)
Subsidiary preferred dividends declared— — — — (158)(158)— — (158)
Net income (loss)— — — — (23,210)(23,210)— 596 (22,614)
Balance at June 30, 202236,305,016 $36 $379,371 $(30,966)$41,964 $390,405 $77,679 $57,256 $525,340 
Balance at March 31, 202234,877,897 $35 $323,916 $(23,106)$65,788 $366,633 $ $16,520 $383,153 
Amortization of share-based incentive compensation— — 438 — — 438 — 44 482 
Vesting of share-based incentive compensation 8,968 — (286)— — (286)— (92)(378)
Transfer of liability awards— — 4,847 — — 4,847 — — 4,847 
Shares purchased under stock purchase plan (89,543)— (936)— — (936)— — (936)
Shares issued upon exercise of warrants1,507,694 1 10,300 — — 10,301 —  10,301 
WP Transaction— — 41,092 7,193 — 48,285 77,679 41,044 167,008 
Common stock dividends declared— — — — (1,416)(1,416)— — (1,416)
Other comprehensive income (loss), net of tax— — — (15,053)— (15,053)— (762)(15,815)
Subsidiary preferred dividends declared— — — — (158)(158)— — (158)
Net income (loss)— — — — (22,250)(22,250)— 502 (21,748)
Balance at June 30, 202236,305,016 $36 $379,371 $(30,966)$41,964 $390,405 $77,679 $57,256 $525,340 </