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 see any upsets this weekend. We also look at the other bowl games being played this weekend to give out our favorite bets. Plus, Will recaps the Thursday Night Football game between the Broncos and the Chargers and asks if Denver is in trouble of missing the playoffs. Will also gives his favorite NFL bets from a two day weekend slate of games!

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 and Chargers be worried, and will the Steelers or Ravens win the AFC North? We also talk some last second NFL awards bets and whether or not we might see some underdogs steal some awards. We also look to who our favorite underdogs are for the College Football Playoff and the rest of the bowl season! Plus, Will goes over some of the recent MLB offseason trades and what effect they will have come the regular season.

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 Night Football doubleheader and give you the bets that we are looking at. We also talk MLB free agency were Dave, a noted Mets fan, gives his reaction to the Juan Soto signing among the Mets' other moves. Finally, we also talk about what Bill Belichick and Mike Lombardi can do to transform UNC football into a playoff team.

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 future of the program. Finally, Will and JVT weigh in on the College Football Playoff, breaking down the matchups, potential upsets, and who’s really got the best shot at the title. Whether you're a seasoned bettor or just getting started, Shoulda Bet More gives you the edge you need to make smarter, more informed bets. Tune in for the latest picks, hot takes, and insider knowledge!

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 favorite to win the American League? Will the Mets be able to displace the Dodgers as the favorites in the National League? We look towards some futures for next season to see if anything is in play. Jeff also gives us his take on the College Football Playoff bracket and tells us his favorite betting looks for the first round and the tournament as a whole. Plus, an early week 15 NFL betting preview!

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 also give our reactions to Week 14 in the NFL and preview Monday Night Football between the Bengals and Cowboys. Will also discusses Juan Soto's megadeal with the New York Mets and what it means for baseball going forward. 

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 opinion on Week 14's games, whether or not Bryce Young's resurgence is for real, and where will Bill Belichick be coaching next year, if at all? Plus Will recaps Thursday Night Football and gives his favorite bets for Week 14 in the NFL and Conference Championship weekend in College Football!

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 change the final 12 teams in the playoff? We look ahead to a great Thursday Night Football matchup between the Packers and the Lions and give you our leans and what we are looking to bet. We also give you our favorite bets for the rest of the weekend so you can get prepared early in the week!

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. Whether you’re a seasoned sports bettor or a casual fan, this episode is packed with insights you won’t want to miss.

Hit play now and let’s talk sports, betting, and everything in between!

On this Black Friday edition of Shoulda Bet More, we invite a new guest! From Follow the Money on VSiN, Paul Howard (@paulyhoward)! We recap the Thanksgiving games and discuss the puzzling end to the Bears/Lions game where the Bears go home with a timeout in their pocket. We discuss our favorite bets for the rest of week 13 including today's game between the Raiders and the Chiefs. We also talk the College Football Playoff and whether or not a possible 3 loss team could make the playoff. We also give our favorite College Football picks this weekend and how bad would it be for the Yankees to lose Juan Soto to another team in free agency.