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PODCAST

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

sports football

All Episodes

00:58:31

Shoulda Bet More with Will Hill - Ep. 291

Shoulda Bet More ·

2026/01/19

On this episode of the Shoulda Bet More podcast Will Hill recaps an epic Divisional Weekend, and gives his pick for the CFP Title Game. Then Jeff Parles of ESPN Las Vegas joins to react to Rams/ Bears, and all the action this weekend. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. Grab your first month for only $9.99 or take over $60 off an annual subscription when you use promo code: SUPER. Click Here to get started. Hosted by

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00:35:12

Shoulda Bet More with Will Hill - Ep. 287 Sam...

Shoulda Bet More ·

2026/01/09

On this episode of the Shoulda Bet More podcast, Will Hill reacts to Miami defeating Ole Miss, and gives a best bet for all 6 playoff games. Then, Sammy P of Fox Sports joins to discuss Wild Card Weekend, Indiana vs Oregon, Futures, and more.Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. Grab your first month for only $9.99 or take over 15% off an annual subscription when you use promo code: POD25. Click Here to get started. Hosted by

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00:34:41

Shoulda Bet More with Will Hill - Ep. 286 Chris "The...

Shoulda Bet More ·

2026/01/07

On this episode of the Shoulda Bet More podcast, Will Hill gives his thoughts and best bets for the two CFP semifinal games. Then “The Bear” Chris Fallica of Fox Sports joins to preview the big games, predict the title winner, give his best bets for NFL playoffs, as well his thoughts on the Jets and Yankees offseason.Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. Grab your first month for only $9.99 or take over 15% off an annual

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00:51:34

Shoulda Bet More with Will Hill - Ep. 282 Jeff Parles

Shoulda Bet More ·

2025/12/29

On this episode of the Shoulda Bet More podcast Will Hill recaps a wild week 17, and looks ahead to week 18. Then Jeff Parles of ESPN Las Vegas joins to discuss a classic Sunday night game, the playoff picture, best bets and more. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. Grab your first month for only $9.99 or take over 15% off an annual subscription when you use promo code: POD25. Click Here to get started.

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00:21:30

Shoulda Bet More with Will Hill - Ep. 281

Shoulda Bet More ·

2025/12/26

On this episode of the Shoulda Bet More podcast, Will Hill reacts to Thursday's NFL games, shares his thoughts on the Netflix broadcast, and gives his best bets for College Football Bowl Games and NFL Week 17.Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. Grab your first month for only $9.99 or take over 15% off an annual subscription when you use promo code: POD25. Click Here to get started. Hosted by Simplecast, an AdsWizz company

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00:36:09

Shoulda Bet More with Will Hill - Ep. 279 Geoff Schwartz

Shoulda Bet More ·

2025/12/22

In this episode of the Shoulda Bet More podcast Will Hill recaps the weekend in NFL and College Football and gives his best bet for 49ers/Colts. Then Geoff Schwartz of Fox Sports joins to discuss the NFL Playoff picture, the CFP Quarterfinal matchups, holiday cooking tips and more. Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. Grab your first month for only $9.99 or take over 15% off an annual subscription when you use promo code:

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00:49:52

Shoulda Bet More with Will Hill - Ep. 275 Jeff Parles

Shoulda Bet More ·

2025/12/12

On this episode of the Shoulda Bet More podcast, Will Hill reacts to a crazy Thursday Night Football game in the NFL, and gives his best bets for the weekend. Then, Jeff Parles of ESPN Las Vegas joins to share his thoughts on the big games of the weekend in the NFL, who takes the Michigan job, the Mets off-season, and more. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:36:49

Shoulda Bet More with Will Hill - Ep. 274 Tim Murray

Shoulda Bet More ·

2025/12/10

On this episode of the Shoulda Bet More podcast, Will Hill reacts to MNF and previews TNF with a best bet. Then, Tim Murray of VSIN PrimeTime joins to discuss Notre Dame getting left out of the CFP, best bets for the playoff and bowl games, Army/Navy, and more. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:38:39

Shoulda Bet More with Will Hill - Ep. 272 Jonathan...

Shoulda Bet More ·

2025/12/05

On this episode of the Shoulda Bet More podcast, Will Hill gives his best bets for the weekend. Jonathan Von Tobel joins to discuss the Lions and Cowboys, his picks in CFB and the NFL, where Giannis ends up, and more. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:29:50

Shoulda Bet More with Will Hill - Ep. 269 Brad Powers

Shoulda Bet More ·

2025/11/28

On this episode of the Shoulda Bet More Podcast, Will Hill reacts to a great day of Thanksgiving NFL action and gives his best bets for the weekend. Then, professional bettor Brad Powers joins the show to discuss his Week 14 college football picks and the playoff picture. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:36:14

Shoulda Bet More with Will Hill - Ep. 266 Kelley Bydlon

Shoulda Bet More ·

2025/11/21

On this episode of the Shoulda Bet More Podcast, Will Hill gives his college and NFL picks for the weekend. Then, Kelley Bydlon of A Numbers Game joins to give his best bets in the NFL, discuss the awards markets, and share his thoughts on the NBA so far. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:42:48

Shoulda Bet More with Will Hill - Ep. 265 Jeff Parles

Shoulda Bet More ·

2025/11/19

On this episode of the Shoulda Bet More Podcast, Will Hill gives a few best bets for College Football this weekend, as well as a long shot NBA Future. Then, Jeff Parles of ESPN Las Vegas joins to discuss the College Football Playoff picture, best bets, the NFL playoffs, and if OKC can break the Warriors regular season wins record. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:40:09

Shoulda Bet More with Will Hill - Ep. 264 Geoff Schwartz

Shoulda Bet More ·

2025/11/17

On this episode of the Shoulda Bet More Podcast, Will reacts to the day in the NFL, and gives a couple of Best Bets. Then former NFL offensive lineman Geoff Schwartz joins to discuss if the Chiefs will actually miss the playoffs, who is the team to beat in the AFC, the college football playoff picture and more. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:46:29

Shoulda Bet More with Will Hill - Ep. 262 Chris "The...

Shoulda Bet More ·

2025/11/12

On this episode of the Shoulda Bet More Podcast, Will Hill gives a best bet for Jets/Patriots and shares a couple of College Football plays. Then, Chris Fallica of Fox Sports joins to discuss the College Football Playoffs Picture, best bets for the week, and more. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:45:45

Shoulda Bet More with Will Hill - Ep. 261 Gill Alexander

Shoulda Bet More ·

2025/11/10

On this episode of the Shoulda Bet More podcast , Will Hill reacts to the day in the NFL, and previews next week. Then Gill Alexander of A Numbers Game joins to discuss the games of the day, takeaways, and preview Packers Eagles. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:43:48

Shoulda Bet More with Will Hill - Ep. 259 Tim Murray

Shoulda Bet More ·

2025/11/05

On this episode of the Shoulda Bet More podcast, Will Hill gives a few best bets for CFB and Raiders / Broncos, and reacts the Jets trades. Then, Tim Murray of VSIN joins to give his thoughts on the College Football Playoffs outlook, best bets for the weekend, and Heisman race. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:42:52

Shoulda Bet More with Will Hill - Ep. 258 Dave Ross

Shoulda Bet More ·

2025/11/03

On this episode of the Shoulda Bet More podcast, Will Hill reacts to an exciting day in the NFL and gives his takeaways from Sunday. Then, Dave Ross, VSIN Host joins the show to discuss a heartbreaking loss on his Blue Jays World Series bet. Plus, the guys recap Game 7 of the World Series and give out their bets bets for Monday Night Football. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:30:35

Shoulda Bet More with Will Hill - Ep. 257 Jensen Lewis

Shoulda Bet More ·

2025/10/31

On this episode of the Shoulda Bet More Podcast, Will Hill previews Game 6 of the World Series, and gives his bets in football for the weekend. Then, former Major League pitcher Jensen Lewis joins to break down the World Series and more. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:39:32

Shoulda Bet More with Will Hill - Ep. 256 Jeff Parles

Shoulda Bet More ·

2025/10/29

On this episode of the Shoulda Bet More podcast, Will Hill reacts to the Blue Jays tying the World Series once again, and gives his best bets for Game 5 and TNF. Then, Jeff Parles of ESPN Las Vegas joins the pod to discuss the World Series - can someone on LA, other than Ohtani, win the MVP? Also, they talk about the NFL and College Football weekend ahead. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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00:38:33

Shoulda Bet More with Will Hill - Ep. 254 Tommy Lorenzo

Shoulda Bet More ·

2025/10/24

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. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use

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260 results

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