Shoulda Bet More

With the NFL in a hibernation period until the Super Bowl, we turn our eyes to NBA basketball! To get a temperature of where we are at in the middle of the season, we've invited Kelley Bydlon (@KelleyBydlon) from VSiN's "A Numbers Game!" Is a Celtics vs. Thunder Final inevitable? Which teams have the best chance of stopping it come playoffs? What trades could we possibly see as we approach the mid...

Shoulda Bet More is the ultimate podcast for NFL fans who love the thrill of the game and the excitement of placing a bet. Join Will Hill and returning guest JVT as they break down the Conference Championship games, analyzing key plays, standout performances, and those crucial moments that made or broke the odds. Get expert takes on the big game, plus insider tips and predictions for the upcoming...

It's Conference Championship weekend, and we are continuing to go to VSiN collaborators to get the best in-depth look look at the games by inviting back Dave Ross (@drosssports)! We take a deep dive into the Commanders vs. Eagles and the Bills vs. Chiefs and give you our favorite props and leans. We try to get Dave's picks for the weekend and for who he thinks will win the Super Bowl in two weeks!...

With the National Championship Game in the rear-view, we only have 3 football games remaining. To discuss what we've seen and what we will see, we've brought back from VSiN, Matt Youmans (@mattyoumans247)! We go over Ohio State's victory against Notre Dame to put a bow on a great College Football season. We preview Conference Championship weekend in the NFL by discussing our favorite bets so far w...

What a great weekend of football we had, but we aren't done yet! Today is the National Championship game between Ohio State and Notre Dame. To give us his betting looks for the game, we've invited back Jeff Parles (@jeffparles) from "Sports By The Book!" We do a deep dive into the game and give you our favorite to win and our betting leans that show where we think this game is headed. We also reca...

It's Divisional Round weekend! To expand on what we were talking about with early previews on Wednesday's episode, we've brought back John Jastremski (@john_jastremski) of The Ringer to give us more betting viewpoints of this weekend's games! We do an in-depth dive on Texans/Chiefs, Commanders/Lions, Rams/Eagles, and Ravens/Bills, giving your our favorite betting looks in each game and who we ulti...

With the first round of the NFL Playoffs officially in the books, we look forward to the Divisional round. To give us an early look, we've brought back Iain MacMillan (@IainMacBets) of Sports Illustrated to the pod! We react to the Monday night beatdown by the Rams and what that means for the Vikings going forward. Do they keep Sam Darnold, or is the future JJ McCarthy? With the Chiefs' starters n...

Join host Will Hill and returning guest Kiev O'Neil as they break down all the action from NFL's wild-card weekend! From game predictions to big plays, the duo dives deep into what went right, what went wrong, and what they should’ve bet more on. Plus, they look ahead to the high-stakes Monday Night Football matchup and touch on the latest in college football. Whether you're a seasoned bettor or a...

The NFL Playoffs are finally here. For the next 3 weeks, we have do or die football that culminates in Super Bowl LIX in February. We are gonna get you started off on the right foot this Wild Card Weekend by bringing back on Aaron Schatz of FTN Fantasy. We'll go in-depth on all of the six games that happen this weekend and give you our opinions on the matchup, who is favored, and our favorite bets...

The College Football Playoff Semifinals are this week and we have all the info you need! Brad Powers (@BradPowers7) of the "Bet the Board Podcast" returns so we can do a deep dive into the Orange Bowl between Notre Dame and Penn St. on Thursday, and the Cotton Bowl between Ohio St. and Texas! We look at the lines and give you our favorite plays from the spread, over/under, and player props! We als...

In this episode, Will and his guest break down the thrilling Week 18 of the NFL playoffs, analyzing key games, big upsets, and missed opportunities. Tune in for expert insights, heated debates, and a deep dive into the biggest moments that had fans and bettors on the edge of their seats. Whether you're a seasoned gambler or a football fanatic, this is the place to be for all the action! Hosted by...

With the CFP Quarterfinals in the books, we look ahead to the semis. To do that, we've brought back from Fox Sports, "The Bear" Chris Fallica (@chrisfallica)! We discuss our thoughts coming off each game and look forward to what we think the semifinals will look like. We also look forward to Week 18, the last week of the NFL regular season. Will we see Denver solidify the 7th seed, or will the Dol...

Today, we've got the big College Football Playoff Quarterfinal podcast for you! We've invited Thor Nystrom of Fantasy Life to give you a betting preview for all four games being played tomorrow. We go in depth on each game and give you our favorite betting leans and why we think they'll happen. We also give hear Thor's favorite to win the National Championship as well as whether or not any upsets...

Join host Will Hill and guest Jeff Parles on Shoulda Bet More , where they dive into the world of sports betting. From NFL and college football insights to a sneak peek at early MLB action, they break down the key games, trends, and predictions you need to make smarter bets. Tune in for sharp analysis, lively debates, and a bit of humor—because when it comes to sports betting, you shoulda bet more...

We're now deep into Bowl Season and with a big slate coming up this week, we've invited Reed Wallach (@ReedWallach) of The Early Reed Podcast and Sports Illustrated back to the pod to give us his favorite betting looks! We go over each the bowl games this weekend to find out what our favorite angles to bet are in each of them. We also look ahead to the CFP Quarterfinals next week to get an early l...

Welcome to Shoulda Bet More , where your host, Will Hill and sports betting expert Gill Alexander, break down the biggest moments from the NFL Sunday and dissect a disastrous weekend of College Football. With sharp analysis, insider knowledge, and a touch of humor, they go beyond the scores to give you the insights you need to make smarter bets. Whether it was an unexpected NFL upset or a College...

The first 12 team College Football Playoff is finally upon us. Beginning tonight we have the first round on-campus games and we have brought back Brad Powers (@BradPowers7) of the Bet The Board Podcast to give us his betting perspective on the first round and beyond. We go over each game this weekend and let you know our favorite bets and why we expect them to happen. We discuss whether or not we...

We are heading into a loaded football weekend with the start of the College Football Playoff on Friday all the way through the NFL on Sunday. To break down what we are about to see, we've brought back Mitch Moss (@MitchMossRadio) of VSiN! We talk general NFL as we head towards the end of the regular season with topics like should the Chiefs rest Patrick Mahomes with his injury, should the Broncos...

On this Monday episode of Shoulda Bet More, we invite Dave Ross (@drosssports) of VSiN back to the pod! We go over everything we just saw this weekend in the NFL. Should the Lions be concerned with their poor defensive performances? What will the Chiefs do about Patrick Mahomes's potential injury? Could we see any surprise playoff teams at the end of the season? We look forward to tonight's Monday...

Join host Will Hill and guest @meJVT on Shoulda Bet More , your go-to sports betting podcast for sharp picks and candid analysis. In this episode, the duo dives into their top NFL picks for the upcoming Sunday slate, providing insights on which teams to back and why. They’ll also discuss the surprising news of Bill Belichick to the University of North Carolina and what that could mean for the futu...

It has been a wild past few days for MLB Free Agency and to help break it down with Will, we've brought back from "Sports By The Book," Jeff Parles (@jeffparles)! We talk about the shockwaves that are still resonating for Yankee fans after losing Juan Soto to the Mets. Are the Mets now the big brother to the Yankees? How should the Yankees proceed in free agency without Soto? Who is now the favori...

The bracket is set. We now know the 12 teams in the College Football Playoff and we've invited back "The Bear" Chris Fallica (@chrisfallica) from Fox Sports to get an instant reaction. Did the committee get it right? Who got snubbed? Who do we think is going to win it all? We talk about all that and take a look at the first round betting lines to see what angles we like before the lines move. We a...

On today's episode of Shoulda Bet More, we invite back Mike Sando (@SandoNFL) of The Athletic to pick his brain on NFL awards. As we draw closer to the end of the season, we talk with Mike to find what he, as a voter, looks for when voting for various awards so we can better understand what voters look for when we place bets on NFL awards. We also talk NFL in general with topics such as his opinio...

Huge weekend of football is coming up. It's conference championship weekend and there is also a fantastic slate of NFL games this week. To prepare you for betting this slate of games, we've brought back from VSiN, Matt Youmans (@mattyoumans247)! We discuss the College Football Playoff rankings and give you their favorite bets to make the playoff in the final week. Could any upsets this weekend cha...

On this week’s episode of Shoulda Bet More, He's back! Kiev O'Neil & Will break down the thrilling outcome of Sunday Night Football. Tune in as Kiev gives us his hot takes and analysis on the game’s impact. We’re also diving deep into the future of college football—what’s next for the sport, the new dynamics, and how upcoming changes might shake things up for players, coaches, and fans alike. Whet...