All Episodes
Displaying 91 - 120 of 194 in total
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...
Shoulda Bet More with Will Hill - Ep. 89 - Steve Fezzik
The first week of the NFL Preseason begins tomorrow, and to get the edge on preseason betting, we've invited Steve Fezzik (@FezzikSports) from Pregame.com back to the ...
Shoulda Bet More with Will Hill - Ep. 88 - Jeff Parles
He's back! To discuss what has suddenly become some very competitive MLB division races, Jeff Parles (@jeffparles) returns to the pod! We talk about how the Phillies a...
Shoulda Bet More with Will Hill - Ep. 87 - John Jastremski
Now that we've had time to digest what's happened at the trade deadline, we've brought on from SNY and the "New York, New York" podcast on the Ringer, John Jastremski ...
Shoulda Bet More with Will Hill - Ep. 86 - Hitman
Dive into the latest edition of "Shoulda Bet More" as we sit down with Hitman from TheHammerHQ! 🏈💰 Get ready for a thrilling discussion packed with insider knowledge a...
Shoulda Bet More with Will Hill - Ep. 85 - Brad Thomas
We continue our series of College Football and NFL previews with Brad Thomas (@MrBradThomas) from NBC Sports and GoldBoys! Brad gives us his overrated and underrated t...
Shoulda Bet More with Will Hill - Ep. 84 - Aaron Schatz
We are less than a week from the Hall of Fame game in Canton to kickoff the NFL Preseason. To get another perspective of how the season will turn out, we've brought ba...
Shoulda Bet More with Will Hill - Ep. 83 - Femi Abebefe
We have the awards guru from VSiN, Femi Abebefe (@FemiAbebefe) on today's episode of Shoulda Bet More! In baseball, we talk about the race for the AL MVP, AL/NL Cy You...
Shoulda Bet More with Will Hill - Ep. 82 - Geoff Schwartz
We can almost say football is back! NFL Teams report to training camps this week and to talk about his experience and his opinions on the upcoming season, we've brough...
Shoulda Bet More with Will Hill - Ep. 81 - Adnan Virk
The second half of the MLB season begins today! For more preview of how the second half will play out, we've brought back Adnan Virk (@adnansvirk) from MLB Network and...
Shoulda Bet More with Will Hill - Ep. 80 - Dave Ross
With the All-Star Game now behind us, we look forward to the 2nd half of the MLB season. To get us started, we've invited Dave Ross (@drosssports) from Sunday Bet Prep...
Shoulda Bet More with Will Hill - Ep. 79 - Kiev O'Neil
On this episode of Shoulda Bet More with Will Hill we dive deep with our special guest, Kiev O'Neil from The Odds Breakers (@OBKiev). He's back! and brings his sports-...
Shoulda Bet More with Will Hill - Ep. 78 - Jonathan Von Tobel
One of our favorite guests, Jonathan Von Tobel (@meJVT) of VSiN Primetime returns to the pod! We discuss NBA Summer League and how to bet it. We talk about the upcomin...
Shoulda Bet More with Will Hill - Ep. 77 - Julian Edlow
As we get deeper into the summer season, fall creeps ever closer. Which means football is coming up soon! To talk about all things football as well as NBA Summer Leagu...
Shoulda Bet More with Will Hill - Ep. 76 - "The Bear" Chris Fallica
The Bronx is burning! The Yankees have been struggling for the past month and to talk about their struggles, we've brought back "The Bear" Chris Fallica (@chrisfallica...
Shoulda Bet More with Will Hill - Ep. 75 - Jeff Parles
One of our favorite guests, from Sports by the Book, Jeff Parles (@jeffparles) is back! Will and Jeff talk about how Jeff's Mets is having a post Grimace-First-Pitch r...