Shoulda Bet More - TopPodcast.com

View Top 200 Chart

Back to Rankings Page

Shoulda Bet More — Sports
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 futures, Will and his guests—the best minds in sports betting—ensure you’re always one step ahead.

Copyright: © 2024 GoldBoys.com

Latest Episodes:

Shoulda Bet More with Will Hill - Ep. 256 Jeff Parles Oct 29, 2025

Show notes

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.

Shoulda Bet More with Will Hill - Ep. 255 Oct 27, 2025

Show notes

On this episode of the shoulda bet more podcast, Will Hill reacts to the day in the NFL- Are the Ravens Back? And Jets get their first win in dramatic fashion. Then Will gives his best bet for MNF and a couple bets for Game 3 of the World Series.

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

Shoulda Bet More with Will Hill - Ep. 254 Tommy Lorenzo Oct 24, 2025

Show notes

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 of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 253 Chris "The Bear" Fallica Oct 22, 2025

Show notes

On this episode of the Shoulda Bet More podcast, Will Hill recaps a dramatic Game 7 of the ALCS, looks ahead to the World Series, and gives a few NBA Best Bets. Then, Chris “The Bear” Fallica of Fox Sports joins the podcast to discuss Dodgers / Blue Jays, College Football Playoff overview, how he would fix the Jets, and more.

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

Shoulda Bet More with Will Hill - Ep. 252 Kiev O'neil Oct 20, 2025

Show notes

On this episode of the Shoulda Bet More podcast, Will Hill talks about NFL week seven and is joined by Kiev O'neil to further the chaotic day in the NFL.

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

Shoulda Bet More with Will Hill - Ep. 251 Jonathan Von Tobel Oct 17, 2025

Show notes

On this episode of the Shoulda Bet More podcast, Will Hill gives his college and NFL picks for the weekend, and discusses the MLB games for Friday. Then, Jonathan Von Tobel joins and gives his best bets, futures, and more.

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

Shoulda Bet More with Will Hill - Ep. 250 Iain MacMillan Oct 15, 2025

Show notes

On this episode of the Shoulda Bet More podcast, Will previews Thursday Night Football, and gives his reaction to Monday Night Football - Are the Bills in Trouble? Are the Falcons for real? Then Iain MacMillan of Sports Illustrated joins to discuss his bets for the weekend, the ALCS, and more.

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

Shoulda Bet More with Will Hill - Ep. 249 Geoff Schwartz Oct 13, 2025

Show notes

On this episode of the shoulda bet more podcast , Will Hill reacts to the chiefs beating the lions and all the Sunday action in the NFL, and looks ahead to the 2 Monday night football games and shares his bets for the MLB playoffs . Then , Geoff Schwartz of Fox sports joins to discuss Bills /Falcons and Bears/Commanders , give his take on James Franklin being fired and More

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

Shoulda Bet More with Will Hill - Ep. 248 Matt Youmans Oct 10, 2025

Show notes

On this episode of the Shoulda Bet More podcast, Will Hill gives his NFL and college football picks, along with a play for Game 5 of the ALDS between the Tigers and Mariners. Will also reacts to seeing the Yankees get eliminated in person. Plus, Matt Youmans joins to discuss the outlook for the Yankees going forward, the latest with UNC football, and his football bets.

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

Shoulda Bet More with Will Hill - Ep. 247 Oct 08, 2025

Show notes

On this episode of the Shoulda Bet More podcast, Will Hill recaps a wild comeback by the Yankees, previews the four MLB games on Wednesday, then dives into College Football and the games he likes for this weekend and gives some big picture thoughts on 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.

Related Podcasts