On this episode of the Shoulda Bet More podcast, Will Hill reacts to the Yankees brutal weekend up north, looks ahead to Game 3, and recaps the day in the NFL. Then, Gill Alexander of A Numbers Game joins to try to make sense of the Arizona Cardinals collapse, discuss if the Ravens are done, and give his thoughts on Monday's MLB and NFL games.

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On this episode of the Shoulda Bet More podcast, Will reacts to the Yankees beating the Red Sox, looks ahead to the ALDS and NLDS, and Ben Wilson joins to discuss the MLB playoffs, 49ers/Rams, and his NFL picks for the weekend.

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On this episode of the shoulda bet more podcast will hill recaps a brutal Yankees loss to the Red Sox, previews game 2 , and gives his best bets for Tuesday . Then, Jeff Parles from sports by the book joins to discuss the day in MLB, Wednesdays games, NFL takeaways 4 weeks in and more

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On this episode of the Shoulda Bet more Podcast, Will Hill reacts to Sunday's NFL action and discusses the Chiefs win over the Ravens. Plus, MLB handicapper Nic Larson joins the show to discuss the MLB playoffs and give his best bets.

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On this episode of the Shoulda Bet More Podcast, Will Hill gives his college football and NFL picks for the weekend. Then Pro Bettor Brad Powers joins to discuss all the big college games this weekend, his best bets, and his thoughts on the Heisman and National title picture.

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On this episode of the Shoulda Bet More podcast , Will Hill recaps a wild Tuesday night in MLB, gives a handful of Best Bets for Wednesday, then Dave Ross of VSiN By The Books joins to discuss the Mets crazy comeback, who gets the final NL Wild card spot , futures odds, and more.

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On this episode of Shoulda Bet More, Will Hill recaps a wild day in the NFL, previews Monday Night Football, and breaks down the MLB playoff picture as we enter the final week of the season. Plus, Jensen Lewis from VSiN By The Books joins the show to discuss MNF, recap today's NFL action and which teams will make the MLB Playoffs.

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On this episode of Shoulda Bet More, Will Hill takes a look at the Sunday NFL Week 3 slate and gives out his best bets. Then, Adam Kaufman of Your Betting News joins to give out his NFL Week 3 picks, plus talk about the Red Sox making the postseason this year.

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