Company: TIPT
Filing Date: 2025-10-17
Form Type: PREM14A
Source: 0001140361-25-038514
Chunk: 306

Company: TIPTREE INC.
Filing Date: 2025-10-17
Form: PREM14A
Chunk 306
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     |             2025 |     | 2024 |
| Ordinary dividends      |     |             $7,000 |     |   $— |     |           $7,000 |     |   $— |
| Extraordinary dividends |     |              3,000 |     |    — |     |            3,000 |     |    — |
| Total dividends         |     |            $10,000 |     |   $— |     |          $10,000 |     |   $— |

At June 30, 2025, the maximum amount of dividends that the Company’s U.S. domiciled regulated insurance company subsidiaries could pay under applicable laws and regulations without regulatory approval was approximately $71,030. The Company may seek regulatory approval to pay dividends in excess of this permitted amount, but there can be no assurance that the Company would receive regulatory approval if sought. (15) Stockholders’ Equity As of June 30, 2025, Fortegra was owned approximately 79.1% by Tiptree Holdings, 17.7% by Warburg and 3.2% by management and directors of Fortegra. When given effect to the Preferred Stock on an as converted basis but without giving effect to the exercise of the Warrants or Additional Warrants or vesting of unvested restricted stock units (“RSUs”), Fortegra would be owned 73% by Tiptree Holdings, 24% by Warburg and 3% by management and directors. Preferred Stock The face amount of the Fortegra Preferred Stock is $80,000. Dividends are cumulative and accrue at a rate of 8% per annum, compounding quarterly. Any quarterly dividend may be paid in cash, at Fortegra’s option. For the six months ended June 30, 2025 and 2024, cash dividends declared were $3,174 and $3,191, respectively. At any time, Warburg has the option to convert the shares of Preferred Stock into shares of Common Stock at an initial conversion price of $15.00 per share (the “Conversion Price”) adjusted for stock splits, common stock

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THE FORTEGRA GROUP, INC. AND SUBSIDIARIES Notes to Condensed Consolidated Financial Statements (Unaudited) June 30, 2025 (in thousands, unless otherwise noted) dividends, extraordinary dividends and similar transactions. All of the Preferred Stock will automatically convert into shares