Freelance Wrestling 10/27/23 Dead By Dawn results from the Logan Square Auditorium in Chicago, Illinois. The event streamed live on IWTV.
- Scramble Match: Dan The Dad def. Davey Bang, Brandon Gore, Sabin Gauge, Darius Latrell and Craig Mitchell
- Freelance Underground Championship Match: Shane Mercer (c) def. Allie Katch to retain the Freelance Underground Championship
- Shazza McKenzie def. Xia Brookside
- Three Way Match for the Freelance Legacy Championship: Darin Corbin def. Bryan Keith (c) and August Matthews to become the NEW Freelance Legacy Champion
- Koda Hernandez def. Jordan Oliver
- Freelance Tag Team Championship Match: GPA & Laynie Luck (c) def. The Fab & The Furious (Heather Monroe & David Ali) to retain the Freelance Tag Team Championships
- Freelance World Championship Match: Storm Grayson (c) def. EFFY to retain the Freelance World Championship
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