Company: SLDE
Filing Date: 2025-06-18
Form Type: 424B4
Source: 0001193125-25-142810
Chunk: 193

Company: Slide Insurance Holdings, Inc.
Filing Date: 2025-06-18
Form: 424B4
Chunk 193
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 event. |

| (4) | 100,000 shares underlying this option (550,000 shares after giving effect to the Stock Split) become vested and                                                                                                                         
 exercisable upon each of the following: (i) the first occurrence of the launch of the Company in a new state; and (ii) positive EBITDA for calendar 2025 is attained by the Company, subject to the named executive officer’s continued 
 employment or service at each such vesting event.                                                                                                                                                                                       |

139

| (5) | The shares underlying this option become vested and exercisable as to 5,000 shares (27,500 shares after giving                                                                            
 effect to the Stock Split) subject to the option on each of March 1 of 2025 and 2026, subject to the named executive officer’s continued employment or service through each vesting date. |

| (6) | The shares underlying this option become vested and exercisable as to 10,000 shares (55,000 shares after giving                                                              
 effect to the Stock Split) subject to the option on September 1 of 2025, subject to the named executive officer’s continued employment or service through each vesting date. |

| (7) | The shares underlying this option become vested and exercisable as to 25,000 shares (137,500 shares after                                                                                           
 giving effect to the Stock Split) subject to the option on each of January 31 of 2025 and 2026, subject to the named executive officer’s continued employment or service through each vesting date. |

| (8) | The remaining unvested and unexercisable shares underlying this option become vested and exercisable in equal                                                                                                                          
 monthly installments of 1,250 shares (6,875 shares after giving effect to the Stock Split) over a period of 9 months through September 13, 2025, subject to the named executive officer’s continued employment or service through each 
 monthly vesting date.                                                                                                                                                                                                                  |

| (9) | 100,000 shares (550,000 shares after giving effect to the Stock Split) underlying this option become vested and                                                                                                                           
 exercisable upon each of the following: (i) the occurrence of the launch of the Company in a new state, and (ii) positive EBITDA for calendar 2025, subject to the named executive officer’s continued employment or service at each such 
 vesting event.                                                                                                                                                                                                                            |

| (10) | The shares underlying this award of restricted