All Episodes
Displaying 1 - 30 of 148 in total
Shoulda Bet More with Will Hill - Ep. 148 - Gill Alexander
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 disa...
Shoulda Bet More with Will Hill - Ep. 147 - Brad Powers
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 (@BradPow...
Shoulda Bet More with Will Hill - Ep. 146 - Mitch Moss
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...
Shoulda Bet More with Will Hill - Ep. 145 - Dave Ross
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. Shou...
Shoulda Bet More with Will Hill - Ep. 144 - Jonathan Von Tobel (JVT)
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 th...
Shoulda Bet More with Will Hill - Ep. 143 - Jeff Parles
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 t...
Shoulda Bet More with Will Hill - Ep. 142 - "The Bear" Chris Fallica
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 ...
Shoulda Bet More with Will Hill - Ep. 141 - Mike Sando
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 seas...
Shoulda Bet More with Will Hill - Ep. 140 - Matt Youmans
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...
Shoulda Bet More with Will Hill - Ep. 139 - Kiev O'Neil
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 t...
Shoulda Bet More with Will Hill - Ep. 138 - Paul Howard
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...
Shoulda Bet More with Will Hill - Ep. 137 - Adam Kaufman
Tomorrow is Thanksgiving and we've got the analysis you need so that while you are stuffing your face with turkey, you are also stuffing your wallet with cash from you...
Shoulda Bet More with Will Hill - Ep. 136 - Jeff Parles
Coming off what was a wild NFL Sunday with many games turned on their head, we invite Jeff Parles (@jeffparles) from "Sports By The Book" back to the pod! We recap and...
Shoulda Bet More with Will Hill - Ep. 135 - John Jastremski
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...
Shoulda Bet More with Will Hill - Ep. 134 - Iain MacMillan
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 be...
Shoulda Bet More with Will Hill - Ep. 133 - Doug Kazirian
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 N...
Shoulda Bet More with Will Hill - Ep. 132 - Matkafee
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...
Shoulda Bet More with Will Hill - Ep. 131 - Brad Thomas
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 clo...
Shoulda Bet More with Will Hill - Ep. 130 - Gill Alexander
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 s...
Shoulda Bet More with Will Hill - Ep. 129- Jonathan Von Tobel
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. ...
Shoulda Bet More with Will Hill - Ep. 128 - "The Bear" Chris Fallica
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 d...
Shoulda Bet More with Will Hill - Ep. 127 - Kiev O'Neil
On today's episode, we've brought back Kiev O'Neil (@OBKiev) of The Odds Breakers not only to talk about this weekend in football, but to preview the upcoming College ...
Shoulda Bet More with Will Hill - Ep. 126 - Sammy P
The World Series is now in the books with the Los Angeles Dodgers beating the New York Yankees in 5 games. Will recaps the wild 5th inning in game 5 and gives the Dodg...
Shoulda Bet More with Will Hill - Ep. 125 - Jeff Parles
Join host Will Hill and Returning Guest Jeff Parles as they dive deep into the exciting world of sports betting on this week’s episode of "Shoulda Bet More." Tune in a...
Shoulda Bet More with Will Hill - Ep. 124 - Scott Seidenberg
We had a wild sports-filled weekend, and to give a recap and reaction, we've brought Scott Seidenberg (@ScottsOnAir) from VSiN and Pregame.com back to the podcast! Wil...
Shoulda Bet More with Will Hill - Ep. 123 - Tommy Lorenzo
The World Series begins tonight and we have the bets and analysis you need for tonight's game 1 between the New York Yankees and the Los Angeles Dodgers and for the se...
Shoulda Bet More with Will Hill - Ep. 122 - Chris Macero
On this midweek episode of Shoulda Bet More, we invite back professional sports bettor and VSiN contributor, Chris Macero (@RealGadge) to the podcast! We get you ready...
Shoulda Bet More with Will Hill - Ep. 121 - Dave Ross
Join host Will Hill in a lively discussion with sports enthusiast Dave Ross on Shoulda Bet More. In this episode, they dive into the thrilling Mets vs. Dodgers Game 6 ...
Shoulda Bet More with Will Hill - Ep. 120 - Matt Youmans
We've got your football bets for the weekend as we've invited back Matt Youmans (@mattyoumans247) of VSiN to talk all things football. We've got Matt's best bets for W...
Shoulda Bet More with Will Hill - Ep. 119 - Reed Wallach
On this midweek episode of Shoulda Bet More, we invite Reed Wallach (@ReedWallach) of The Early Reed Podcast and Sports Illustrated back to the podcast to talk some Co...