Episodes

  • Shoulda Bet More with Will Hill - Ep. 135 - John Jastremski
    Nov 22 2024

    On this episode of Shoulda Bet More, we get you ready for Week 12 in the NFL with John Jastremski (@john_jastremski) of The Ringer returning to the pod! We go over our favorite bets for the weekend so you can get the edge on the books. We do a mid-season check on our futures and awards to see how confident we are that they hit. Also, who do we think ends up getting those last playoff spots when the regular season is all said and done? Also, we talk MLB free agency to figure out where the big name free agents like Juan Soto and Roki Saski sign.

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    31 mins
  • Shoulda Bet More with Will Hill - Ep. 134 - Iain MacMillan
    Nov 20 2024

    Iain MacMillan (@IainMacBets) of Sports Illustrated returns to the pod on this episode of Shoulda Bet More to talk all things NFL. We discuss where we find value on betting division winners this far into the season. Could the Chargers or the Steelers be surprise Super Bowl contenders? What should the Ravens do about a suddenly human Justin Tucker? Why are there so many bad teams in the NFL? Is there a new contender for Offensive Rookie of the Year? We also preview Thursday Night Football to give you our favorite bets and leans as well as our favorite on the Sunday slate of games! Plus, Will recaps and reactions to the award winners for MLB!

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    31 mins
  • Shoulda Bet More with Will Hill - Ep. 133 - Doug Kazirian
    Nov 18 2024

    After a weekend with some big NFL matchups, we've brought back Doug Kezirian (@DougKezirian) from OnlyPlayers.com to the pod! We give our reactions to Week 11 in the NFL. What does it mean for the Bills to beat the Chiefs? Can anyone stop the Lions? Are the 49ers in danger of missing the playoffs? We talk about the Coach of the Year and MVP races to see where we can get value in betting. We also talk Monday Night Football between the Texans and Cowboys and give our betting preview of it. Plus, we talk the Jake Paul/Mike Tyson fight and the struggling production issues from Netflix.

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    39 mins
  • Shoulda Bet More with Will Hill - Ep. 132 - Matkafee
    Nov 15 2024

    Join Will Hill and returning guest @Matkafee as they dive into the world of sports betting, covering the NFL, NBA, and their opinions on some futures awards picks. Get expert analysis, sharp insights, and winning strategies for your next bet, whether you're looking at season-long bets or breaking down upcoming matchups. Tune in for your edge in the game!

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    39 mins
  • Shoulda Bet More with Will Hill - Ep. 131 - Brad Thomas
    Nov 13 2024

    We only have a few weeks left of College Football, so we've brought back Brad Thomas (@MrBradThomas) from NBC Sports and GoldBoys to discuss where we are as we get closer to the selection of the College Football Playoff! We go over the various scenarios that can get the bubble teams in and the various conference championship games that could affect it. We also go over this week in betting College Football for games tonight through the weekend. Also, after the Miami Dolphins win on Monday, are they back in the playoff race? We also have a TNF betting preview between the Commanders and the Eagles. Who will win the Juan Soto sweepstakes? We discuss these all and more!

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    36 mins
  • Shoulda Bet More with Will Hill - Ep. 130 - Gill Alexander
    Nov 11 2024

    On this episode of Shoulda Bet More, we have Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" back on the podcast to recap what we saw this weekend in NFL and College Football! We recap Week 10 in the NFL and give our reactions to everything we witnessed. Are the Cardinals a contender? How do the Chiefs continue to squeak out wins? Who is the worst of the bottom feeders and will get the first pick of the draft? We also discuss what will be the biggest conundrum the CFP committee will have when picking the 12 best teams for the College Football Playoff. We also talk a little Heisman to see where we are at after some big upsets occurred this weekend.

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    34 mins
  • Shoulda Bet More with Will Hill - Ep. 129- Jonathan Von Tobel
    Nov 8 2024

    We witnessed what might have been the game of the year in the NFL. Will recaps and reacts to last night's Ravens win over the Bengals and what it means going forward. We've also brought Jonathan Von Tobel (@meJVT) of VSiN Primetime back to the pod! We talk to him about takeaways from the NBA only two weeks into the season. Which teams are proving to be legit? Which players should we be looking to to bet on season awards? We also go into this weekend in NFL as we go over our favorite bets of the weekend that you should take. We also talk some College Football as we are getting closer to the end of the season. Will the CFP committee have to make any tough decisions down the stretch? We also give out our favorite college football plays for the weekend as well.

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    31 mins
  • Shoulda Bet More with Will Hill - Ep. 128 - "The Bear" Chris Fallica
    Nov 6 2024

    On today's episode, we've brought back "The Bear" Chris Fallica (@chrisfallica) from Fox Sports to the pod so we can take a view at the state of the NFL at the trade deadline. We take a look at the playoff picture of the AFC and the NFC as we try to determine which teams will stay in, fall out, and grab those elusive wild card spots. We discuss which team we favor in a hypothetical Super Bowl of the current 1 seeds, the Lions and the Chiefs. We give our thoughts on the MVP, Coach of the Year, and Offensive Player of the Year races. We also take a look into this weekend in College Football. As we get closer to the College Football Playoff, do we think there could be any surprises that squeeze into the field? We'll also give you our early leans for this weekend in College Football and The Bear has a special soccer pick he likes this week to give out!

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    36 mins