On this Black Friday edition of Shoulda Bet More, we invite a new guest! From Follow the Money on VSiN, Paul Howard (@paulyhoward)! We recap the Thanksgiving games and discuss the puzzling end to the Bears/Lions game where the Bears go home with a timeout in their pocket. We discuss our favorite bets for the rest of week 13 including today's game between the Raiders and the Chiefs. We also talk the College Football Playoff and whether or not a possible 3 loss team could make the playoff. We also give our favorite College Football picks this weekend and how bad would it be for the Yankees to lose Juan Soto to another team in free agency.