Company: TIPT
Filing Date: 2025-10-17
Form Type: PREM14A
Source: 0001140361-25-038514
Chunk: 316

Company: TIPTREE INC.
Filing Date: 2025-10-17
Form: PREM14A
Chunk 316
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 (“2021 PRSUs”), subject to vesting upon Tiptree achieving each of three Tiptree share price target milestones, based on the average of the 30 trading day closing stock price, ranging from $30 to $60 (adjusted for dividends paid) prior to the tenth anniversary of the date of grant and (b) 550,000 PRSUs granted on January 1, 2024 (“2024 PRSUs”), subject to vesting upon Tiptree achieving a Tiptree share price target milestone, based on the average of the 30 trading day closing stock price of $70 (adjusted for dividends paid) prior to the tenth anniversary of the date of grant, in each case, subject to Mr. Barnes’s continued employment with Tiptree. Any unvested 2021 PRSUs will expire on August 4, 2031. Any unvested 2024 PRSUs will expire on January 1, 2034. |

| (2) | Based on the Schedule 13G/A filed on October 9, 2025, reporting common stock held on September 30, 2025. The mailing address for this reporting person is 6300 Bee Cave Road, Austin, Texas, 78746. |

| (3) | Based on the Schedule 13G/A filed on April 25, 2025, based on common stock held on March 31, 2025. The mailing address for this reporting person is 50 Hudson Yards, New York, NY 10001. |

| (4) | Mr. Ilany is deemed to beneficially own 1,006,749 shares of common stock consisting of 274,742 shares of common stock Mr. Ilany owns directly, 192,021 shares of common stock Mr. Ilany owns indirectly and 539,986 shares of common stock issuable upon exercise of vested stock options that Mr. Ilany owns directly. Excludes an aggregate of 1,552,717 shares of common stock held at various estate planning vehicles for the benefit of Mr. Ilany’s family. Mr. Ilany has no control over nor pecuniary interest in any of these estate planning vehicles. |

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Also excludes (a) the remaining 1,200,000 PRSUs granted on August 4, 2021 (“2021 PRSUs”), subject to vesting upon Tiptree achieving each of three Tiptree share