Company: TIPT
Filing Date: 2025-10-31
Form Type: DEFM14A
Source: 0001140361-25-039949
Chunk: 44

Company: TIPTREE INC.
Filing Date: 2025-10-31
Form: DEFM14A
Chunk 44
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 will be deemed to be references to “50%”.

If the Merger Agreement is validly terminated by Purchaser due to a failure to obtain the Tiptree stockholder approval at the special meeting (including any postponement or adjournment thereof) at which a vote on the Merger and the other transactions contemplated by the Merger Agreement was taken and the termination fee is not otherwise then payable pursuant to the terms of the Merger Agreement, then Tiptree is obligated to pay Purchaser the Stockholder Vote Failure Fee in immediately available funds within two business days after such valid termination.

#### Tiptree Voting Agreements (Page112)
In connection with the Merger Agreement, each of Michael G. Barnes, Jonathan Ilany and Arif Inayatullah (collectively, the “Tiptree Signing Stockholders”) entered into a voting and support agreement with Purchaser with respect to shares of Tiptree common stock beneficially owned now or in the future by such Tiptree Signing Stockholder (collectively, the “Tiptree Voting Agreements”).

The Tiptree Signing Stockholders owned, in the aggregate, approximately 37% of the outstanding shares of Tiptree common stock as of September 26, 2025, and each has separately agreed, pursuant to his respective Tiptree Voting Agreement, among other things, to vote all shares of Tiptree common stock beneficially owned and entitled to vote in favor of approval of the Merger Agreement and the Merger and the other transactions contemplated by the Merger Agreement.

Each Tiptree Voting Agreement will terminate upon the earliest to occur of certain specified events, including the obtainment of the Tiptree stockholder approval and an adverse recommendation change by the Tiptree Board.

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#### TABLE OF CONTENTS
See the section of this proxy statement entitled “The Merger Agreement—Tiptree Voting Agreements” beginning on page 112 for more information.

#### Fortegra Voting Agreements (Page113)
In connection with the Merger Agreement, each of Tiptree Holdings LLC (“Tiptree Holdings”) and the WP Investor (collectively, the “Fortegra Signing Stockholders”) entered into a voting and support agreement with Purchaser with respect to the Fortegra shares beneficially owned now or in the future by such Fortegra Signing Stockholder (collectively, the “Fortegra Voting Agreements”).

The Fortegra Signing Stockholders owned, in the aggregate, approximately 95% of