Company: TIPT
Filing Date: 2025-10-31
Form Type: DEFM14A
Source: 0001140361-25-039949
Chunk: 47

Company: TIPTREE INC.
Filing Date: 2025-10-31
Form: DEFM14A
Chunk 47
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 | The Tiptree Board recommends that you vote “FOR” approval of the Merger Proposal and “FOR” the proposal to approve one or more adjournments of the special meeting, if necessary, to solicit additional proxies, in the event that there are insufficient votes to approve the Merger Proposal. |

| Q. | When do you expect the Merger to be completed? |

| A. | We are working towards completing the Merger as soon as possible. Assuming timely satisfaction of the necessary closing conditions, we currently expect that the Merger will be consummated in mid-2026. |

| Q. | Are there any risks associated with the Merger? |

| A. | Yes. You should carefully review the section of this proxy statement entitled “Risk Factors” beginning on page28, which presents risks and uncertainties related to the Merger and to Tiptree following the completion of the Merger. |

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TABLE OF CONTENTS

| Q. | Will Tiptree continue operations if the Merger is completed? |

| A. | Yes. Whether or not the Merger is completed, we intend to continue to operate the Retained Business. |

| Q. | What happens if the Merger is not completed? |

| A. | If the Merger is not approved by Tiptree stockholders or if the Merger is not completed for any other reason, Tiptree will not receive any payment for its shares of Fortegra common stock, and Tiptree will continue to hold its shares of Fortegra common stock. Under specified circumstances, Tiptree or Fortegra may be required to pay Purchaser a termination fee upon the termination of the Merger Agreement, as described under “The Merger Agreement—Termination of the Merger Agreement—Termination Fee.” Additionally, Tiptree may explore other strategic alternatives, including a sale of our interest in Fortegra to another party. Any alternative transaction may have terms that are less favorable to us than the terms of the proposed Merger or we may be unable to reach agreement with any third party on an alternate transaction that we would consider to be reasonable. See the section of this proxy statement entitled “Risk Factors” beginning on page28for additional information. |

| Q. | What conditions must be satisfied to complete the Merger? |

| A. | The respective obligations of each party to the Merger Agreement to consummate the transactions contemplated by the Merger Agreement are subject to the satisfaction or waiver at or prior to the closing