All Episodes
Displaying 31 - 60 of 149 in total
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...
Shoulda Bet More with Will Hill - Ep. 118 - Jeff Parles
Join us in this episode of Shoulda Bet More as we dive into the latest MLB standings and break down the thrilling world of Monday Night Football predictions with our s...
Shoulda Bet More with Will Hill - Ep. 117 - Brad Powers
This is gonna be a big weekend. Baseball's Championship Series begins, we get a great NFL slate, and we get a powerhouse College Football Saturday with marquee matchup...
Shoulda Bet More with Will Hill - Ep. 116 - Dave Ross
We have been treated to four tight and extremely competitive Division Series matchups and to go over them, we've invited back Dave Ross (@drosssports) from Sunday Bet ...
Shoulda Bet More with Will Hill - Ep. 115 - Gill Alexander
What a wild sports weekend. So many College Football upsets, some wild NFL games, and some intense baseball series. To break it all down with an eye on what to take ad...
Shoulda Bet More with Will Hill - Ep. 114 - Mitch Moss
The Division Series round is all set as we head into the weekend and to preview that round, we've invited from "Follow the Money" on VSiN, Mitch Moss (@MitchMossRadio)...
Shoulda Bet More with Will Hill - Ep. 113 - Jeff Parles
Join host Will Hill in this episode of "Shoulda Bet More" as he sits down with passionate Mets fan Jeff Parles (@jeffparles) to dive into the excitement of the first d...
Shoulda Bet More with Will Hill - Ep. 112 - MLB Postseason Preview with NicLarson
After an exciting final day of baseball, it's finally here, the MLB Postseason! We've brought NicLarson (@NicLarsonGB) from the Goldboys discord onto the show to give ...
Shoulda Bet More with Will Hill - Ep. 111 - Kiev O'Neil
It was a busy week 4 in the NFL on Sunday and we have the recaps and reactions from Will and Kiev O'Neil (@OBKiev) of The Odds Breakers! Are the Jets truly a contender...
Shoulda Bet More with Will Hill - Ep. 110 - Chris Macero
We have a big weekend coming up, it's the final weekend of the MLB Regular Season. We are at the end of these division and wild card races and we've brought profession...
Shoulda Bet More with Will Hill - Ep. 109 - Stuckey
On this midweek episode of Shoulda Bet More, Stucky (@Stuckey2) from Action Network returns to the podcast to talk some football! We recap both games from Monday night...
Shoulda Bet More with Will Hill - Ep. 108 - Scott Seidenberg
Join us as we get the instant reaction to Sunday's week 3 slate with Scott Seidenberg (@ScottsOnAir) from Pregame.com! After a narrow victory against the Saints, does ...
Shoulda Bet More with Will Hill - Ep. 107 - Femi Abebefe
We have a jampacked football weekend coming up and to get you ready, we've brought back from BetQL, Femi Abebefe (@FemiAbebefe)! Femi gives us the NFL teams he thinks ...
Shoulda Bet More with Will Hill - Ep. 106 - Iain MacMillan
On this episode of Shoulda Bet More, we invite from Sports Illustrated and noted Falcons fan, Iain MacMillan (@IainMacBets) back to the podcast! We recap and reacted t...
Shoulda Bet More with Will Hill - Ep. 105 - Doug Kazirian
Week 2 is in the books and we've brought Doug Kezirian (@DougKezirian) onto the pod where him and Will give you their reactions to everything we saw this weekend. Aft...
Shoulda Bet More with Will Hill - Ep. 104 - Jeff Parles
On today's episode, we get you ready for Week 3 in College Football and Week 2 in the NFL. We've brought back one of our favorites, from Sports by the Book, Jeff Parle...
Shoulda Bet More with Will Hill - Ep. 103 - Jason Weingarten
Now that week 1 is officially in the books, we can turn our attention a bit back to baseball. Jason Weingarten (@Spreadapedia) from VSiN returns to the pod to talk abo...
Shoulda Bet More with Will Hill - Ep. 102 - Matkafee
Welcome to Shoulda Bet More, the podcast where host Will Hill and special guest @matkafee dive deep into the upcoming NFL action. In this episode, Will and Matkafee b...
Shoulda Bet More with Will Hill - Ep. 101 - Adam Kaufman
What a way to open the NFL Regular Season, but we aren't done because we have a special Friday night game in Brazil! The Packers play the Eagles in São Paulo and to ge...
Shoulda Bet More with Will Hill - Ep. 100 - Sammy P
We've made it to 100! Thanks to everyone that has tuned into the pod, we are glad you are enjoying it. More importantly, the NFL Regular Season begins tomorrow! To div...
Shoulda Bet More with Will Hill - Ep. 99 - FranchiseKF
Tomorrow, we finally get the first full slate of College Football. It's week 1 time! We've invited College Football handicapper FranchiseKF (@FranchiseKF) to give us a...
Shoulda Bet More with Will Hill - Ep. 98 - Mike Sando
We are just one week away from the start of the NFL Regular Season! That also means that Mike Sando (@SandoNFL) of The Athletic has released his yearly QB Tiers list! ...
Shoulda Bet More with Will Hill - Ep. 97 - Joey Isaks
The US Open tennis tournament begins this week, so to help you get ready to hit some tennis bets for the next two weeks we've invited professional bettor, Joey Isaks (...
Shoulda Bet More with Will Hill - Ep. 96 - Ian Eagle
As we head into the final weekend of the NFL preseason, we wanted to get a perspective of the game from someone who calls it, so we've invited back Ian Eagle! The NFL ...
Shoulda Bet More with Will Hill - Ep. 95 - John Laghezza
We are getting so close to the final month of the MLB season! We thought do to a check in on where we are at as we prepare for the postseason, so we've brought from Th...
Shoulda Bet More with Will Hill - Ep. 94 - "The Bear" Chris Fallica
Welcome to Shoulda Bet More, the podcast where sports betting meets sharp analysis and lively conversation. Hosted by Will Hill, a seasoned expert in the world of wage...
Shoulda Bet More with Will Hill - Ep. 93 - Scott Seidenberg
Join Will Hill and Scott Seidenberg (@ScottsOnAir) as they dive into the high-stakes drama of MLB pennant races and break down the latest buzz from NFL training camps....
Shoulda Bet More with Will Hill - Ep. 92 - Gill Alexander
On today's pod, we've asked Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" to return to give his looks for the upcoming NFL season...
Shoulda Bet More with Will Hill - Ep. 91 - Mitch Moss
Week 1 of the NFL Preseason is in the books and we've brought back from "Follow the Money" on VSiN, Mitch Moss (@MitchMossRadio) to talk about some of his season long ...
Shoulda Bet More with Will Hill - Ep. 90 - Matt Youmans
On today's episode, we invite Matt Youmans (@mattyoumans247) from VSiN onto the pod to talk some MLB Postseason races and some football! We get Matt's take on which te...