On this episode of the Shoulda Bet More podcast, Will Hill gives his best bets for the weekend, previews the World Series, and reacts to the Terry Rozier and Chauncey Billups arrests and what it means for the betting world going forward. Then, Tommy Lorenzo of the Cover the Weekend Podcast joins to break down Dodgers / Jays, give an MVP Sleeper for the series, talk college football, and more.

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