Shoulda Bet More
Ever have that gut feeling and wish you'd bet more? This is the podcast for you. Join VSiN and Fox Sports contributor Will Hill as he breaks down the biggest betting news and reveals the sharpest plays across the sports world. Each episode is a deep dive into betting strategies, odds analysis, and the data you need to find an edge. Whether it’s NFL, NBA, MLB, or college football, we'll tell you which side to be on and why. From dissecting the latest line moves to uncovering valuable props and futures, Will and his guests—the best minds in sports betting—ensure you're always one step ahead.
Episodes
On this episode of the Shoulda Bet More podcast Will Hill recaps the day in the NFL and looks ahead to Mondays games. Then Jeff Parles of ESPN Las Vegas joins to react to the day in football , discuss the World Series, college football and more.
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On this episode of the Shoulda Bet More podcast Will Hill previews the World Series and give his football picks for the weekend . Then Jensen Lewis of vsin by the books joins to break down the fall classic, sleeper mvp bets and more.
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On this episode of the Shoulda Bet More podcast Will Hill recaps a wild weekend of football and looks ahead to MNF. Then, Kiev O’Niel of the Oddsbreakers joins to discuss all the action, analyze the futures and awards markets and try to make sense of all the upsets in College Football.
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On this episode of the shoulda bet more podcast Will Hill reacts to the Brewers sweeping the Dodgers and another OT NFL primetime game. Then Ben Wilson of Fox sports joins to react to the Brewers NL title , look ahead of the World Series and give his favorite plays of the weekend.
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On this episode of the Shoulda Bet More podcast Will Hill recaps a wild Bills victory over the Rams and previews Seahawks/Broncos. Then, Dave Ross of VSIN By the Books joins to give his thoughts on the NFL through 5 weeks, look at his best bets for Week 6, and discuss the NLCS.
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On this episode of the shoulda bet more podcast, Will Hill recaps another wild day in the NFL, and looks ahead to Monday night football and the ALCS. Then Gill Alexander of a numbers game joins to review the day that was in NFL and give his thoughts on the MLB playoffs
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On this episode of the shoulda bet more podcast Will Hill reacts to the Yankees getting swept by the Rays and gives his thoughts on the NFL + CFB games this weekend. Then Matt Youmans of vsin primetime joins to recap the Yankees exit , preview dodgers brewers and give his best bets for the weekend
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On this episode of the Shoulda Bet More podcast Will Hill previews the day in MLb playoffs and gives a couple of NFL best bets. Then Mitch Moss of follow the money joins to discuss the NFL futures and awards market and give his thoughts on week 5
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On this episode of the Shoulda Bet More podcast Will Hill recaps a wild Week 4 in the NFL and looks ahead to the Monday action. Then, John Jastremski of SNY joins to discuss the Yanks Rays series and react to the day that was in the NFL.
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On this episode of the Shoulda Bet More podcast Will Hill reacts to the Browns win on Thursday night and previews the divisional round in the mlb playoffs. Then Jeff parles of espn Las Vegas joins to preview the weekend in football and give his picks for the AL and NL division rounds
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On this episode of the Shoulda Bet More podcast Will Hill recaps day 1 of the MLB playoff and looks ahead to Wednesdays action. Then, Jensen Lewis of VSIN By the Books joins to give his thoughts on all of the Game shares his World Series bet
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In this episode of the Shoulda Bet More podcast, Will Hill is joined by Kiev O’Neil of the Oddsbreakers as they recap all the action we saw in Week 3 of the NFL season and look ahead to the Monday Night Football game between the Bears and Eagles.
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On this episode of the shoulda bet more podcast Will gives his picks in NFL and college, then Jonathan Von Tobel choice to discuss his best bets in the NFL and a loaded college slate.
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On this episode of the Shoulda Bet More podcast Will Hill reacts to the Jackson Dart injury and evaluates the Giants options, and gives a preview and best bet for TNF. Then Chris Fallica, the Bear, of Fox sports joins to break down a great weekend of college football, as well as bets in MLB and NFL that he’s eying.
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On this episode of the Shoulda Bet More podcast Will Hill reacts to a wild week 2 in the NFL, and Gill Alexander joins to recap the games , preview MNF and look ahead to next week.
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On this episode of the shoulda bet more podcast Will Hill gives his NFL week 2 picks , then Jeff parles of espn Las Vegas joins to recap lions Bills and look ahead to week 2 and preview the final week of the mlb season
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On this episode of the shoulda been more podcast Will Hill previews Thursday night football between the Lions and Bills with a best bet , and Dave Ross, of VSiN By the Books joins to look ahead to week two in the NFL
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On this episode of the Shoulda Bet More podcast Will Hill reacts to Week 1 of the NFL and looks ahead to to MNF. Then, Geoff Schwartz of Fox Sports joins to recap the week, look ahead to Week 2 , and react to Oregon’s loss
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On this episode of the shoulda bet more podcast Will Hill breaks down week 1 of the nfl and reacts to the first 2 games. Then Dustin Swedelson of Cashing out joins to discuss the nfl, his best bets in college and the mlb races.
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On this episode of the Shoulda Bet More podcast Will Hill gives his NFL Division and SB Picks + best bet for Pats/ Seahawks . Then Jensen Lewis joins to give week 1 nfl picks , week 2 college picks , discuss mlb playoff races + more.
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