All Episodes
Displaying 31 - 60 of 190 in total
Shoulda Bet More with Will Hill - Ep. 160 - Matt Youmans
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...
Shoulda Bet More with Will Hill - Ep. 159 - Jeff Parles
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 look...
Shoulda Bet More with Will Hill - Ep. 158 - John Jastremski
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...
Shoulda Bet More with Will Hill - Ep. 134 - Iain MacMillan
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 ...
Shoulda Bet More with Will Hill - Ep. 156 - Kiev O'Neil
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 d...
Shoulda Bet More with Will Hill - Ep. 155 - Aaron Schatz
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 ...
Shoulda Bet More with Will Hill - Ep. 154 - Brad Powers
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...
Shoulda Bet More with Will Hill - Ep. 153 - Jonathan Von Tobel (JVT)
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...
Shoulda Bet More with Will Hill - Ep. 152 - "The Bear" Chris Fallica
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 discu...
Shoulda Bet More with Will Hill - Ep. 151 - Thor Nystrom
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 g...
Shoulda Bet More with Will Hill - Ep. 150 - Jeff Parles
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...
Shoulda Bet More with Will Hill - Ep. 149 - Reed Wallach
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 ba...
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...