Podcast Episodes
Back to SearchShoulda Bet More with Will Hill - Ep. 44 - Fred Segal (Freezing Cold Takes)
Episode 44
The NFL Draft is tomorrow and we are excited and ready to see who goes where! In this episode of Shoulda Bet More, Fred Segal of Freezing Cold Takes …
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 43 - Kelley Bydlon
Episode 43
The NBA Playoffs have started and to talk what happened over the weekend, Kelley Bydlon (@KelleyBydlon) from VSiN's "A Numbers Game" returns to the p…
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 42 - Aaron Schatz
Episode 42
In the final episode before a mini break for the show, Will brings on Aaron Schatz of FTN Fantasy to talk the NFL offseason and the upcoming draft! T…
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 41 - Ryan Glasspiegel
Episode 41
The NBA season is about to draw to a close as Will welcomes Ryan Glasspiegel (@sportsrapport) from the New York Post onto the pod! We discuss the sce…
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 40 - Jason Weingarten
Episode 40
On this episode of Shoulda Bet More, Jason Weingarten (@Spreadapedia) from VSiN returns to the pod to talk some baseball. What's the latest on the Oh…
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 39 - Matt Youmans
Episode 39
Will is joined Matt Youmans of VSiN on this epsiode of the Shoulda Bet More podcast. UConn wins it all once again. With the college basketball season…
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 38 - "The Bear" Chris Fallica
Episode 38
The Bear, Chris Fallica, makes a return to the Shoulda Bet More podcast. We're down to the final game of the NCAA tournament! UConn beat Alabama. Pur…
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 37 - Iain MacMillan
Episode 37
It's finally here, Final Four weekend. We have 3 games left in the tournament and to break down the semifinals games this weekend with Will, Iain Mac…
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 36 - Todd Wishnev
Episode 36
We are drawing closer to Final Four weekend and to prepare, professional bettor, Todd Wishnev (@TWishnev), joins Will again on the pod! In it, they d…
2 years, 1 month ago
Shoulda Bet More with Will Hill - Ep. 35 - Jeff Parles
Episode 35
And then there were four, UConn, Alabama, Perdue and NC State! Jeff Parles of Sports by the Book returns to the pod to talk about what we witnessed t…
2 years, 1 month ago