Company: TIPT
Filing Date: 2025-10-31
Form Type: DEFM14A
Source: 0001140361-25-039949
Chunk: 231

Company: TIPTREE INC.
Filing Date: 2025-10-31
Form: DEFM14A
Chunk 231
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| Tiptree diluted ownership of Fortegra |     |             69.10% |
| Fair value of consideration received  |     |          1,121,490 |
| Estimated gain on disposal            |     |           $448,679 |

A loss on the sale of Reliance recorded in the unaudited pro forma condensed consolidated balance sheet for the period ended September 30, 2025, is as follows:

|                                      |     |              As of 
 September 30, 2025 |
|:-------------------------------------|:----|-------------------:|
| Consideration                        |     |           $ 50,646 |
| Less: Tiptree transaction expenses   |     |              2,670 |
| Net Consideration                    |     |             47,976 |
| Tiptree ownership of Reliance        |     |               100% |
| Fair value of consideration received |     |             47,976 |
| Estimated loss on disposal           |     |          $(10,469) |

The gain and loss on the sales are based upon financial information as included in the unaudited pro forma condensed combined financial statements and changes to the financial position of Fortegra and Reliance through to the closing date of the Merger and Reliance Transaction, respectively, will impact these amounts. There can be no assurance that such changes will not be material.

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TABLE OF CONTENTS

| 3. | PRO FORMA ADJUSTMENTS AND ASSUMPTIONS |

(a) The unaudited condensed consolidated pro forma balance sheet assumes the Merger and Reliance Transaction were completed on September 30, 2025. (b) The net increase to cash of $508,120 represents an estimated $805,530 increase to cash from the net after-tax proceeds of the Merger, partially offset by $327,520 of cash held at Fortegra removed as part of the deconsolidation. Deducted from the net cash proceeds of the Merger are estimated costs including investment bankers, legal counsel, holding company interest expense and write-off of deferred financing costs, incentive compensation and other professional fees through anticipated closing. The increase to cash from the net after-tax proceeds of the Reliance Transaction, is $45,906, partially offset by $15,796 of cash held at Reliance removed as part of the deconsolidation. Deducted from the net cash proceeds of the Reliance Transaction are estimated costs including investment bankers, legal counsel, and other professional fees through