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Shoulda Bet More

Shoulda Bet More

Written by: VSiN
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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.©2025 VSiN | Vegas Sports Information Network. All Rights Reserved. Football (American) Politics & Government
Episodes
  • Shoulda Bet More with Will Hill - Ep. 358 Jeff Parles

    Shoulda Bet More with Will Hill - Ep. 358 Jeff Parles
    Jul 1 2026

    On this episode of the Shoulda Bet More podcast, Will Hill breaks down the U.S. Soccer matchup Wednesday and LeBron James leaving the Lakers. Then, Jeff Parles of ESPN Las Vegas joins to discuss the World Cup, NBA Offseason, the struggling Yankees, and more.

    Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. You can take 17% off an annual subscription when you use promo code: POD26. Click Here to get started.


    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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    31 mins
  • Shoulda Bet More with Will Hill - Ep. 357 John Jastremski

    Shoulda Bet More with Will Hill - Ep. 357 John Jastremski
    Jun 29 2026

    On this episode of Shoulda Bet More, Will Hill reacts to the World Cup and the latest headlines around Major League Baseball. Also on the show, VSiN contributor and "New York, New York" show host John Jastremski hops on to chat MLB storylines, including favorites in the AL and NL and Cy Young races, future picks for the NFL and more.

    Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. You can take 17% off an annual subscription when you use promo code: POD26. Click Here to get started.


    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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    45 mins
  • Shoulda Bet More with Will Hill - Ep. 356 Steve Phillips

    Shoulda Bet More with Will Hill - Ep. 356 Steve Phillips
    Jun 26 2026

    On this episode the Shoulda Bet More Podcast, Will Hill reacts to the NBA Draft and recent blockbuster trades. Plus, Will is joined by MLB Network Host and former Mets GM Steve Phillips. The guys discuss the MLB trade deadline, 2nd half of the MLB season, destination for Tarik Skubal and labor negotiations.

    Get instant access to expert picks, public betting splits data, and pro betting tools when you join VSiN pro. You can take 17% off an annual subscription when you use promo code: POD26. Click Here to get started.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.
    Show More Show Less
    31 mins
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