Company: TIPT
Filing Date: 2025-10-17
Form Type: PREM14A
Source: 0001140361-25-038514
Chunk: 29

Company: TIPTREE INC.
Filing Date: 2025-10-17
Form: PREM14A
Chunk 29
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 the proceeds that Tiptree will receive in the Merger, and if there is Additional Leakage, Tiptree may not receive its pro rata portion of the Leakage Reserve Holdback Amount; |

| • | Tiptree does not expect to distribute cash to its stockholders in connection with the Merger, and any return to its stockholders is expected to come, if at all, only from potential increases in the price of Tiptree common stock; |

| • | if the proposed Merger is not completed, we may explore other potential transactions, but alternatives may be less favorable to us; |

| • | the failure to complete the Merger may impact our business, financial condition and results of operations; |

| • | even if the Merger is completed, we cannot provide any assurances that we will realize the financial benefits we currently anticipate from the Merger; |

| • | after completion of the Merger, Tiptree’s future results of operations will be dependent solely on the Retained Business, Tiptree will have substantially fewer assets, Tiptree may be more susceptible to adverse events, and Tiptree may not be able to use the proceeds from the Merger as intended; |

| • | Tiptree’s future results following the Merger may differ materially from the preliminary unaudited pro forma financial statements included in this proxy statement; |

| • | after completion of the Merger, the continuing costs and burdens associated with being a public company will constitute a much larger percentage of Tiptree’s revenues; |

| • | the opinion obtained by the board of directors of Fortegra (the “Fortegra Board”) from Barclays and relied upon by the Tiptree Board does not and will not reflect changes in circumstances after the date of such opinion; and |

| • | securities class action and derivative lawsuits may be brought against Tiptree in connection with the Merger, which could result in substantial costs and may delay or prevent the Merger from being completed. |

For additional information regarding the risk factors related to the Merger Agreement, the Merger and the other transactions contemplated thereby, and the operation of the Retained Business by Tiptree following the closing of the Merger, see the section of this proxy statement entitled “Risk Factors” beginning on page 28. The Merger Agreement (Page 70) Regulatory Approvals Required for the Merger and Efforts to Close the Merger (Page 67) To consummate the Merger, Fortegra and Purchaser must obtain