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Shoulda Bet More

VSiN

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.

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  • 22 episodes
  • a few times a week
  • Avg 36 min
  • English

Episodes 22

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  • Friday · 43 min

    Shoulda Bet More with Will Hill - Ep. 390 Jeff Parles

    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

  • Wednesday · 27 min

    Shoulda Bet More with Will Hill - Ep. 389 Dave Ross

    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

  • September 14 · 41 min

    Shoulda Bet More with Will Hill - Ep. 388 Geoff Schwartz

    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

  • September 11 · 39 min

    Shoulda Bet More with Will Hill - Ep. 387 Dustin Swedelson

    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 Cashin out joins to discuss the nfl, his best bets in college and the mlb races.

  • September 9 · 35 min

    Shoulda Bet More with Will Hill - Ep. 386 Jensen Lewis

    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.

  • September 7 · 33 min

    Shoulda Bet More with Will Hill - Ep. 385 Jeff Parles

    On this episode of the Shoulda Bet More podcast Will Hill reacts to the controversial ending in the Michigan win, and recaps the rest of Week 1 while looking ahead to Week 2. Then, Jeff Parles of ESPN Las Vegas joins to discuss his bets in College football , the NFL and the MLB races.

  • September 4 · 38 min

    Shoulda Bet More with Will Hill - Ep. 384 Jonathan Von Tobel

    On this episode of the Shoulda Bet More podcast, Will Hill gives his take on Kawhi Leonard and the Clippers sanctions, and Jonathan Von Tobel joins to break down week 1 of college football, the Kawhi news, survivor strategy, and more.

  • September 2 · 32 min

    Shoulda Bet More with Will Hill - Ep. 383 Kiev O'neil

    On this episode of the Shoulda Bet More podcast Will Hill looks ahead to Week 1 in college football, and Kiev O’Neil of the Oddsbreakers joins to discuss his favorite bets in the NFL and college football

  • August 31 · 31 min

    Shoulda Bet More with Will Hill - Ep. 383 Brad Thomas

    On this episode the Shoulda Bet More podcast Will Hill recaps week 0 in college football and looks ahead to Week 1. Then Brad Thomas of CBS Sports joins to review week 0, and discuss his best bets in college and the NFL

  • August 28 · 35 min

    Shoulda Bet More with Will Hill - Ep. 382 Stormy Buonantony

    On this episode of the Shoulda Bet More podcast, Will Hill breaks down week 0 of the college football season, and Stormy Buonantony of Money Moves and ESPN joins to discuss her NFL bets, the college football season, and more.

  • August 26 · 35 min

    Shoulda Bet More with Will Hill - Ep. 381 Dave Ross

    On this episode of the Shoulda Bet More podcast Will Hill talks Week 0 in college football, then Dave Ross of VSiN By The Books joins to discuss his NFL thoughts, mlb races, and his courting of Charlize Theron.

  • August 24 · 42 min

    Shoulda Bet More with Will Hill - Ep. 380 Chris Fallica

    On this episode of the Shoulda Bet More podcast, Will Hill recaps week 2 of the preseason, and Chris "The Bear" Fallica of Fox Sports joins to discuss his best bets in college football, MLB pennant races, the U.S. Open, and more.

  • August 21 · 33 min

    Shoulda Bet More with Will Hill - Ep. 379 Gill Alexander

    On this episode of the Shoulda Bet More podcast, Will Hill looks at the weekend in MLB, then Gill Alexander of A Numbers Game joins to discuss his process prepping for football season, thirst traps, MLB races, the US Open and more.

  • August 19 · 32 min

    Shoulda Bet More with Will Hill - Ep. 378 Jensen Lewis

    On this episode of the Shoulda Bet More podcast, Will Hill discusses Max Fried’s injury and its impact on the Yankees' futures prices. Then, Jensen Lewis of Vsin By The Books joins to look at the playoff races, awards, and all things baseball.

  • August 17 · 36 min

    Shoulda Bet More with Will Hill - Ep. 377 Brett Ciancia

    On this episode of the shoulda bet more podcast, Will Hill takes a look at the MLB races and reacts to the first of the NFL preseason. Then Brett Ciancia of Pick Six Previews joins to give his best bets for the upcoming college football season.

  • August 12 · 38 min

    Shoulda Bet More with Will Hill - Ep. 375 Jeff Parles

    On this episode of the shoulda bet more podcast, Will Hill breaks down week 1 of the NFL preseason, then Jeff Parles of ESPN Las Vegas joins to discuss the NFL season, sleeper teams, the MLB races, and much more.

  • August 10 · 35 min

    Shoulda Bet More with Will Hill - Ep. 374 John Jastremski

    On this episode of the Shoulda Bet More podcast. Will Hill breaks down the MLB races, including some best bets. Then John Jastremski of SNY joins to discuss MLB futures, division races, and NFL bets he likes.

Showing 1–20 of 22 episodes