Shoulda Bet More

Will sits down with Julian Edlow of the DraftKings Network to do a post-mortem on the Conference Championship games. Did Dan Campbell make the right calls to go for it? What happened to the Ravens? When should you be betting the Super Bowl spread and props and an early Super Bowl MVP look. Plus, who is going to be this year's Florida Atlantic in March Madness and is UConn the best team in the nati...

In this episode of the Shoulda Bet More podcast, Drew Dinsick, NBC Sports analyst and co-host of the Bet The Edge podcast, joins Will to discuss the upcoming NFL Conference Championships this weekend. Patrick Mahomes extends his Conference Championship streak to six years. Will the Lions bring their amazing post-season run all the way to the Super Bowl? Does Lamar Jackson win MVP? Find out what Wi...

On this episode of the Shoulda Bet More Podcast, Senior Editor of Fansided and host of the Bacon Bets Podcast Iain MacMillan joins Will to discuss the Divisional Round and have an early look forward to the Conference Championship games. Plus a CBB futures bet that Iain thinks has value. Also, was this the last chance for the Bills? Are the 49ers able to preform without Deebo? Can the Lions win on...

NFL Divisional Weekend is upon us and Will gives you his picks and his best bets for the weekend. Is bringing back Mike McCarthy a good idea for the Cowboys? From Action Network, Senior Betting Analyst, and the Prime Minister of Degenerate Nation, Stuckey comes onto the pod. Will and Stuckey go in depth game by game to give you the insights you need to bet this weekend's playoff games. Plus, who i...

An exciting first weekend to the NFL playoffs. The Detroit Lions win their first playoff game in 32 years. The Packers upset the Cowboys. With two games left in the wild card round, Jonathan Von Tobel, Host & Senior NBA Betting Analyst at VSiN, joins Will to discuss what they are looking forward to tonight. Can the Eagles win without AJ Brown? Are the Bills able to lay ten even through the snowsto...

The NFL Playoffs are officially here! We are 13 games away from knowing this years Super Bowl champion. The Hitman of Hammer Network and Pregame.com joins Will to discuss the wild card weekend. What teams should you look to bet? What are some good player props? Some big changes in terms of coaching as Belichick parts ways with the Patriots and the Seahawks let go of Pete Carroll. Nick Saban retire...

Steve Fezzik of Pregame.com joins the podcast to talk NFL Playoffs and his best bets, the National Championship Game, and how best to spend your Vegas trip with some Vegas hacks. Will goes through Week 18 and how it affects his picks going forward. Are Tua and Lawrence worth a second contract? Plus an early Wild Card Weekend preview and Will's National Championship Game best bet! Hosted by Simplec...

Aaron Schatz, Chief Analytics Officer at FTN Network, joins Will for this episode of the Shoulda Bet More podcast. With the final week of the NFL regular season upon us, what teams will move on to the postseason? What two teams do they think will be the Super Bowl finalists? Does the NFL need to change the playoff format? With so many good candidates, who wins Coach of the Year? So many questions...

The Bear, Chris Fallica, joins Will in this episode of the Shoulda Bet More podcast. Two great college football games to start off 2024. Does Washington win it all against Michigan to give the Pac-12 a final farewell? What are Chris and Will looking towards as we approach the final week of the NFL regular season? Chris gives his predictions for the 2024 Sentry tournament. Tune in to hear what all...

In this episode of the Should've Bet More podcast, Mike Sando, NFL Senior Writer at The Athletic, joins Will to discuss NFL, college football, and some awards. We have a big weekend ahead of us for college football. Does Alabama beat Michigan? Who comes out on top between Texas and Washington? Is Damar Hamlin still going to win Comeback Player of the Year or did Joe Flacco steal it from him with l...

In this episode of the Shoulda Bet More podcast, Will looks back at the week 16 NFL slate and what that means for futures bets. Will also talks to Jason Weingarten (@Spreadapedia)of VSiN about NFL Awards bets and MLB futures after the big signings by the Dodgers. If you want some great insight on what to be betting on, check out this today's episode! Hosted by Simplecast, an AdsWizz company. See p...

In this episode of the Shoulda Bet More podcast, Will dives into the week 16 NFL games. What's the final playoff picture going to look like as we head into Christmas weekend? Bowl games continue. Yamamoto finally makes a decision. The Dodgers are building a super team. If you want to hear more, check out this weeks episode! Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for informat...

Premiere episode of the Shoulda Bet More Podcast with Will Hill brought to you by the GoldBoys Network! This debut episode features a guest spot by Gil from VSiN! Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.