Company: TIPT
Filing Date: 2025-10-17
Form Type: PREM14A
Source: 0001140361-25-038514
Chunk: 221

Company: TIPTREE INC.
Filing Date: 2025-10-17
Form: PREM14A
Chunk 221
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 by any Tiptree Signing Stockholder of his, her or its obligations under the Tiptree Voting Agreement.

Until the termination of the Tiptree Voting Agreement in accordance with its terms, the Tiptree Signing Stockholder has agreed not to, directly or indirectly, Transfer (as defined in the Tiptree Voting Agreement) any Covered Tiptree Shares or any beneficial ownership interest or any other interest therein, unless such Transfer is a Permitted Transfer (as defined in the Tiptree Voting Agreement).

Each Tiptree Voting Agreement will terminate upon the earliest to occur of (a) the termination of the Tiptree Voting Agreement by the mutual written consent of Purchaser and the applicable Tiptree Signing Stockholder; (b) the valid termination of the Merger Agreement in accordance with its terms prior to the closing; (c) an adverse recommendation change in accordance with the terms of the Merger Agreement; (d) the closing; (e) the Termination Date; (f) the date of any amendment to the Merger Agreement that (i) decreases, or changes the form of, consideration

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#### TABLE OF CONTENTS
payable to Fortegra thereunder (other than pursuant to the definition of “Aggregate Purchase Price” in the Merger Agreement); (ii) imposes any material restrictions or any additional conditions on the consummation of the transactions contemplated by the Merger Agreement; or (iii) extends the Termination Date (other than pursuant to the automatic extension for the Regulatory Approvals Conditions as set forth in the Merger Agreement), without the prior written consent of the Tiptree Signing Stockholder; and (g) the obtainment of the Tiptree stockholder approval.

The Tiptree Signing Stockholders owned, in the aggregate, approximately 37% of the outstanding Tiptree common shares as of September 26, 2025.

The description of the Tiptree Voting Agreement in this section and elsewhere in this proxy statement is qualified in its entirety by reference to the complete text of the Tiptree Voting Agreement, a copy of which is attached as Annex C and is incorporated by reference into this proxy statement. This summary does not purport to be complete and may not contain all of the information about the Tiptree Voting Agreement that is important to you. We encourage you to read the Tiptree Voting Agreement carefully and in its entirety.

#### Fortegra Voting Agreements
In connection with the Merger Agreement, each of T