Company: TIPT
Filing Date: 2025-10-17
Form Type: PREM14A
Source: 0001140361-25-038514
Chunk: 308

Company: TIPTREE INC.
Filing Date: 2025-10-17
Form: PREM14A
Chunk 308
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897 |
| RSU awards granted                             |     |   -75,000 |
| Option awards forfeited                        |     |    63,203 |
| Available for issuance as of June 30, 2025     |     | 4,347,100 |

Restricted Stock Units The following table presents the Company’s RSU activity under the Fortegra Plan for the periods indicated:

|                                        |     | Number of RSUs |     | Grant date fair 
 value of equity 
 shares issuable |
| Unvested units as of December 31, 2024 |     |        133,404 |     |          $2,000 |
| Granted                                |     |         75,000 |     |           1,200 |
| Vested                                 |     |        -53,369 |     |            -800 |
| Unvested units as of June 30, 2025     |     |        155,035 |     |          $2,400 |

Options As of June 30, 2025, 26,668 time vesting options have been granted under the Fortegra Plan to independent directors of the Company. The options vest in equal parts on the one, two and three year anniversaries of the grant date, July 27, 2022, and expire at the earlier of the ten year anniversary of the grant date, or the date that is ninety days after any termination of the participants service on the board. The weighted average exercise price is $11.25 per common share with a weighted average grant date fair value of $4.57 per share based on 45% selected volatility, 2.78% risk free rate and an expected term of 6 years. In 2023, the Company granted 1,755,633 time vested options and 1,755,624 performance vested options to management under the Fortegra Plan. In 2024, the Company granted an additional 133,333 time vested options and 133,332 performance vested options. The 2023 and 2024 awards contain a strike price per share of $11.25 and $15.50, respectively. The time vested options vest in equal parts over 5 years. The performance vested options vest

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TABLE OF CONTENTS

THE FORTEGRA GROUP, INC. AND SUBSIDIARIES Notes to Condensed Consolidated Financial Statements (Unaudited) June 30, 2025 (in thousands, unless otherwise noted)