• 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.


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    31 mins
  • 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.

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    45 mins
  • 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.


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    31 mins
  • Shoulda Bet More with Will Hill - Ep. 355 Luke Swain
    Jun 23 2026

    On this episode the Shoulda Bet More podcast Will Hill gives his finals thoughts on the NBA Draft. Then, expert draft bettor Luke Swain (Vegas Refund) joins to give out best bets for the NHL and NBA Draft, and breaks down what surprises we could get. 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.


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    27 mins
  • Shoulda Bet More with Will Hill - Ep. 354 Gill Alexander
    Jun 22 2026

    On this episode of the Shoulda Bet More podcast, Will Hill gives his take on the NBA Draft and some ways to bet the futures market. Also on the show, VSiN's A Numbers Game co-host Gill Alexander joins the show to chat MLB futures in the American and National League, World Cup action, French Open, NBA Draft, movies to watch right now 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.


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    45 mins
  • Shoulda Bet More with Will Hill - Ep. 353 Dave Ross
    Jun 19 2026

    On this episode of the Shoulda Bet More podcast, Will Hill gives his take on when and where Giannis will get traded. Then, Dave Ross of VSIN By The Books joins to discuss the U.S. Open, the World Cup, MLB Bets, 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.


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    34 mins
  • Shoulda Bet More with Will Hill - Ep. 352 Geoff Schwartz
    Jun 17 2026

    On this episode of the Shoulda Bet More podcast, Will Hill looks ahead to the NBA Draft and gives a long shot NFL Award bet. Then, from Fox Sports is Geoff Schwartz, former NFL offensive lineman joins to discuss the World Cup, NFL, and College and Football bets, tv shows to catch up on during the summer, 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.


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    38 mins
  • Shoulda Bet More with Will Hill - Ep. 351 Chris Fallica
    Jun 15 2026

    On this episode of the Shoulda Bet More podcast, Will Hill reacts to the Knicks winning the NBA Finals and whether or not the Spurs blew it on the way. Also on the show, Chris "The Bear" Fallica joins to chat the NBA Finals and next year's futures, Monday's World Cup matchups, MLB outlooks, U.S. Open, early Heisman odds 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.


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    45 mins