Company: TIPT
Filing Date: 2025-03-17
Form Type: DEF 14A
Source: 0001393726-25-000038
Chunk: 48

Company: TIPTREE INC.
Filing Date: 2025-03-17
Form: DEF 14A
Chunk 48
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, General Counsel and Secretary

Under Mr. Rifkind’s Executive Employment Agreement dated as of February 1, 2018, Mr. Rifkind receives an annual base salary ($500,000 for 2024) and a discretionary annual cash bonus in an amount set by the CNG Committee. Mr. Rifkind is also eligible to participate in any stock option, restricted stock, equity compensation or other long-term incentive plan of Tiptree pursuant to the terms and conditions of such plan then in effect.

#### Outstanding Equity Awards at Fiscal Year-End
The following table sets forth outstanding stock options (both exercisable and unexerciseable), unvested RSUs and unvested PRSUs held by our NEOs as of December 31, 2024. As described more fully in footnote 1 below, the stock options are subject to time based vesting with respect to one-third of the shares subject to the award on each of the third, fourth and fifth anniversaries of the date of grant and a performance based vesting requirement that has been achieved. The unearned PRSUs granted in 2021 (the “2021 PRSUs”) will vest upon Tiptree achieving each of three remaining Tiptree share price target milestones ranging from $30 to $60 (adjusted for dividends paid) prior to the tenth anniversary of the date of grant and the unearned PRSUs granted in 2024 (the “2024 PRSUs”) will vest upon Tiptree achieving a $70 Tiptree share price target (adjusted for dividends paid) prior to the tenth anniversary of the date of grant. Any of the unvested 2021 PRSUs shall expire on August 4, 2031 and any of the unvested 2024 PRSUs shall expire on January 1, 2034.

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| Name              |     | Option Awards |     | Grant Date |     | Number of Securities Underlying Unexercised Options (#) Exercisable |     | Number of Securities Underlying Unexercised Options (#) Unexercisable(1) |     |       |     | Option Exercise Price(2)($) |     |           |     | Option Expiration Date |     |                                                Stock Awards 
 Number of shares or units of stock that have not vested (#) |     |    |     | Market value of shares or units of stock that have not vested ($)(3) |     | Equity