Company: TIPT
Filing Date: 2025-10-17
Form Type: PREM14A
Source: 0001140361-25-038514
Chunk: 110

Company: TIPTREE INC.
Filing Date: 2025-10-17
Form: PREM14A
Chunk 110
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 negative effect of the pendency of the Merger on Tiptree’s business, including uncertainty about the effect of the proposed Merger on Tiptree’s employees, customers and business partners, which may impair Tiptree’s ability to attract, retain and motivate key personnel, divert employees’ attention from and disrupt ongoing business operations, and cause customers and business partners to seek to change or terminate existing business relationships with Tiptree; |

| • | the potential for the market price of shares of Tiptree common stock to be adversely affected by a termination of the Merger Agreement, and the possible sale of shares of Tiptree common stock by short-term investors following an announcement of the termination of the Merger Agreement; |

| • | the possibility that, following the closing, as described under “The Merger Agreement—Additional Leakage,” Tiptree may be required to pay to Purchaser or the surviving corporation an amount in cash equal to Tiptree’s portion of the Additional Leakage Amount if Purchaser and the Equityholders’ Representatives determine that there was Additional Leakage; |

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| • | the fact that Tiptree expects to recognize significant taxable gain upon completion of the Merger, which reflects expected treatment of the proposed Merger as a taxable sale of Fortegra common stock by Tiptree for U.S. federal income tax purposes; and |

| • | risks of the type and nature described under “Risk Factors” and “Cautionary Statement Regarding Forward-Looking Statements” beginning on pages28and27, respectively, of this proxy statement. |

The foregoing discussion of reasons considered by the Tiptree Board in connection with the Merger is not intended to be exhaustive but summarizes the material reasons considered. In light of the variety of reasons considered in connection with its evaluation of the Merger, the Tiptree Board did not find it practicable to, and did not, quantify or otherwise assign relative weights to the specific reasons considered in reaching its determination and recommendation. Moreover, each member of the Tiptree Board applied his or her own personal business judgment to the process and may have given different weight to different reasons. The Tiptree Board did not undertake to make any specific determination as to whether any reason, or any particular aspect of any reason, supported or did not support its ultimate determination and recommendation. The Tiptree Board based its recommendations on the totality of the information presented, including thorough discussions with, and questioning of, Tiptree’s and Fortegra’s management and