Company: TIPT
Filing Date: 2025-10-17
Form Type: PREM14A
Source: 0001140361-25-038514
Chunk: 45

Company: TIPTREE INC.
Filing Date: 2025-10-17
Form: PREM14A
Chunk 45
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 events, including delivery of the Fortegra stockholder approval and an adverse recommendation change by the Tiptree Board.

See the section of this proxy statement entitled “The Merger Agreement—Fortegra Voting Agreements” beginning on page 113 for more information.

#### Tiptree Restrictive Covenant Agreement (Page114)
In connection with the Merger Agreement, Tiptree, Fortegra and Purchaser entered into a restrictive covenant agreement (the “Tiptree Restrictive Covenant Agreement”) pursuant to which Tiptree is subject to certain restrictive covenants relating to non-solicitation for a five-year term with respect to certain Restricted Executives (as defined in this proxy statement) and a two-year term with respect to other employees of Fortegra or its Subsidiaries, non-disparagement for a period of two years following the closing and confidentiality.

See the section of this proxy statement entitled “The Merger Agreement—Tiptree Restrictive Covenant Agreement” beginning on page 114 for more information.

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TABLE OF CONTENTS

QUESTIONS AND ANSWERS ABOUT THE MERGER AND THE SPECIAL MEETING The following questions and answers are intended to address briefly some commonly asked questions regarding the Merger, the Merger Agreement and the special meeting. These questions and answers may not address all questions that may be important to a Tiptree stockholder. We encourage you to read carefully the more detailed information contained elsewhere in this proxy statement, the annexes to this proxy statement and the documents referred to or incorporated by reference in this proxy statement. You may obtain the information incorporated by reference in this proxy statement without charge by following the instructions under “Where You Can Find More Information” beginning on page 223.

| Q. | What is the Merger and what effects will it have on Tiptree? |

| A. | The Merger is the acquisition of Fortegra by Purchaser pursuant to the Merger Agreement. If the Merger Proposal is approved by Tiptree stockholders and the other closing conditions under the Merger Agreement are satisfied or waived, Merger Sub will be merged with and into Fortegra, the separate corporate existence of Merger Sub will cease and Fortegra will continue as the surviving corporation. As a result of the Merger, Fortegra will become a wholly-owned subsidiary of Purchaser, and Tiptree will no longer hold any shares of Fortegra or have any interest in the future earnings or growth of Fortegra. A complete copy of