Company: TIPT
Filing Date: 2025-10-17
Form Type: PREM14A
Source: 0001140361-25-038514
Chunk: 317

Company: TIPTREE INC.
Filing Date: 2025-10-17
Form: PREM14A
Chunk 317
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 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. Ilany’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.

| (5) | Includes 63,738 shares of common stock owned by Kahala Capital Advisors LLC (“Kahala”). Mr. Smith is a principal of Kahala. |

| (6) | Excludes (a) the remaining 400,000 PRSUs granted on August 4, 2021 (“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) 183,333 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. Maultsby’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. |

| (7) | Excludes (a) 15,110 RSUs, which were granted on February 22, 2023 and will cliff vest on February 20, 2026, (b) the remaining 300,000 PRSUs granted on October 14, 2022