All Episodes
Displaying 61 - 90 of 149 in total
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...
Shoulda Bet More with Will Hill - Ep. 74 - Reed Wallach
On this episode of Shoulda Bet More, Reed Wallach (@ReedWallach) of The Early Reed Podcast and Sports Illustrated swings by to give his thoughts on NBA Free Agency and...
Shoulda Bet More with Will Hill - Ep. 73 - Gill Alexander
July has begun which means it's time for Wimbledon. To talk some lawn tennis, we've brought back Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating ...
Shoulda Bet More with Will Hill - Ep. 72 - Brad Powers
As summer starts, football draws ever closer. On this episode of Shoulda Bet More, we've invited Brad Powers (@BradPowers7) of the Bet The Board Podcast onto the pod t...
Shoulda Bet More with Will Hill - Ep. 71 - Drew Dinsick
Now that we are officially in the NBA offseason, it's time for the NBA Draft. To give his analysis and predictions, we've invited Drew Dinsick (@whale_capper) of NBC S...
Shoulda Bet More with Will Hill - Ep. 70 - Alex B. Smith
The best two words in sports...Game Seven. Tonight, the Stanley Cup Winner is decided between the Edmonton Oilers and the Florida Panthers. To give the best insight on...
Shoulda Bet More with Will Hill - Ep. 69 - Adam Chernoff
Will is joined by Adam Chernoff (@adamchernoff) on this episode of the Shoulda Bet More podcast. The two touch briefly on the NHL Stanley Cup Finals before diving deep...
Shoulda Bet More with Will Hill - Ep. 68 - Jason Weingarten
We are nearing the end of June, so we've brought Jason Weingarten (@Spreadapedia) from VSiN back to the pod to talk some baseball. We get his takeaways on the division...
Shoulda Bet More with Will Hill - Ep. 67 - Scott Seidenberg
Scott Seidenberg (@ScottsOnAir) from Pregame.com returns to the pod as we get his takes on the NBA Finals, Stanley Cup Finals, and on the MLB season! With both the NBA...
Shoulda Bet More with Will Hill - Ep. 66 - Matt Grissom
We are down to 8 teams and the College World Series officially starts today! We've brought back from CollegeBaseballInsiders.com and VSiN, Matt Grissom (@GrissomOnX) t...
Shoulda Bet More with Will Hill - Ep. 65 - Ben Wilson
As the NBA and Stanley Cup Finals keep going on, Ben Wilson (@Ben_Wilson_1) from ESPN+, FOX, and VSiN joins the podcast to give his perspective on how each series is g...
Shoulda Bet More with Will Hill - Ep. 64 - Jonathan Von Tobel
The Celtics have taken a commanding 2-0 lead in the NBA Finals. To discuss how the Celtics are doing it, we've brought Jonathan Von Tobel (@meJVT) of VSiN Primetime ba...
Shoulda Bet More with Will Hill - Ep. 63 - Kelley Bydlon
Game 1 of the NBA Finals is in the books, and what a dominant win by the Boston Celtics. Kelley Bydlon (@KelleyBydlon) from VSiN's "A Numbers Game" joins Will as he re...
Shoulda Bet More with Will Hill - Ep. 62 - Jason McIntyre
Joining Will on this episode of Shoulda Bet More is Jason McIntyre (@jasonrmcintyre) from The Straight Fire podcast and The Herd! The two share what they're looking at...
Shoulda Bet More with Will Hill - Ep. 61 - Jeff Parles
Joining Will on the pod today is one of our favorite guests, from Sports by the Book, Jeff Parles (@jeffparles)! They talk about the takeaways from each division in ba...
Shoulda Bet More with Will Hill - Ep. 60 - Matt Grissom
The NCAA Baseball Tournament begins this weekend! Three weekends of baseball culminating in the College World Series. To get you ready, we've invited, from CollegeBase...