All Episodes
Displaying 1 - 30 of 190 in total
Shoulda Bet More with Will Hill - Ep. 190 - Todd Wishnev
We are drawing closer to the Final Four this weekend. To get you ready for the weekend's games, we've brought back Todd Wishnev (@TWishnev)! We discuss Houston vs. Duk...

Shoulda Bet More with Will Hill - Ep. 189 - "The Bear" Chris Fallica
We have our Final Four! For the first time since 2008, the four remaining teams are all 1 seeds. We are gonna get some competitive matchups and we are here to help you...

Shoulda Bet More with Will Hill - Ep. 188 - Gill Alexander
On today's episode of Shoulda Bet More, we bright back Gil Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" to go over everything that ha...

Shoulda Bet More with Will Hill - Ep. 187 - NicLarson
Tomorrow is Opening Day of the MLB Regular Season! To get you ready, we've brought NicLarson (@NicLarsonGB) from GoldBoys onto the show! We discuss every betting angle...

Shoulda Bet More with Will Hill - Ep. 186 - Jonathan Von Tobel
With the first weekend of the NCAA Tournament behind us, we've invited back Jonathan Von Tobel (@meJVT) of VSiN Primetime to get his and Will's reactions to what we al...

Shoulda Bet More with Will Hill - Ep. 185 - Stuckey
Join host Will Hill and Guest Stuckey as they break down Day 1 of the NCAA Tournament and look ahead to the entire weekend. From key matchups to upsets and predictions...

Shoulda Bet More with Will Hill - Ep. 184 - Iain MacMillan
It is finally time. The tournament is set, the matchups made, and we are ready to begin March Madness! To celebrate and get you ready for the first round, we've brough...

Shoulda Bet More with Will Hill - Ep. 183 - Jeff Parles
Welcome to Shoulda Bet More. Hosted by Will Hill, we dive into the chaos and excitement of Selection Sunday and the madness that follows. From the best bets to the hot...

Shoulda Bet More with Will Hill - Ep. 182 - Ian Eagle
We are heading into the weekend of selection Sunday and we are going to get you prepped for the end of conference tournaments and the start of March Madness! To discus...

Shoulda Bet More with Will Hill - Ep. 181 - Reed Wallach
It's week two of Conference Tournament week in college basketball and we've bought back Reed Wallach (@ReedWallach) of The Early Reed Podcast and Sports Illustrated fo...

Shoulda Bet More with Will Hill - Ep. 180 - Dave Ross
To start your betting week right, we've invited back Dave Ross (@drosssports) of VSiN to go over everything going on in the sports betting world! We talk with Dave abo...

Shoulda Bet More with Will Hill - Ep. 179 - John Laghezza
On today's episode, we do a deep dive into the upcoming baseball season with John Laghezza (@JohnLaghezza) of The Athletic! We pick John's brain about his process for ...

Shoulda Bet More with Will Hill - Ep. 178 - Reed Wallach
On today's episode, we continue our mid-major conference tournament coverage by bringing back Reed Wallach (@ReedWallach) of The Early Reed Podcast and Sports Illustra...

Shoulda Bet More with Will Hill - Ep. 177 - Kiev O'Neil
It is finally March and conference tournaments begin this week. To celebrate, we get you ready for conference tournament betting with Kiev O'Neil (@OBKiev) of The Odds...

Shoulda Bet More with Will Hill - Ep. 176 - Jonathan Von Tobel
Today we bring back one of our favorite guests, Jonathan Von Tobel (@meJVT) of VSiN Primetime! We talk a little NBA to see where everything is at post All-Star Break a...

Shoulda Bet More with Will Hill - Ep. 175 - Mitch Moss
We continue to get ready for the upcoming MLB season on today's episode by inviting back from VSiN, Mitch Moss (@MitchMossRadio)! Mitch fills us in on his favorite lon...

Shoulda Bet More with Will Hill - Ep. 174 - Jeff Parles
Welcome to Shoulda Bet More, the podcast where host Will Hill and guest Jeff Parles dive deep into everything sports! From college basketball and the NBA to the upcomi...

Shoulda Bet More with Will Hill - Ep. 173 - John Jastremski
Today, we continue getting ready for baseball at the beginning of Spring Training and we brought back John Jastremski (@john_jastremski) of The Ringer to get his thoug...

Shoulda Bet More with Will Hill - Ep. 172 - Dustin Swedelson
On today's episode of Shoulda Bet More, we start talking baseball with Dustin Swedelson (@dustinswedelson) from SiriusXM Mad Dog Sports Radio and VSiN! We get his take...

Shoulda Bet More with Will Hill - Ep. 171 - Todd Wishnev
We are just weeks away from conference tournaments and the NCAA Tournament to crown the champion of college basketball. To get us ready for the postseason, we've invit...

Shoulda Bet More with Will Hill - Ep. 170 - Brad Thomas
The Genesis Open in LA is this weekend, and to get some advice on how to bet it, we've brought Brad Thomas (@MrBradThomas) from NBC Sports and MGM Network back to the ...

Shoulda Bet More with Will Hill - Ep. 169 - Geoff Schwartz
On today's episode of Shoulda Bet More, we continue to dive into the Super Bowl postmortem. Who better to bring on to talk football than a former NFL Offensive Lineman...

Shoulda Bet More with Will Hill - Ep. 168 - Gill Alexander
The Philadelphia Eagles are your Super Bowl LIX champions, and they won in a dominant fashion. We've invited Gill Alexander (@beatingthebook) of "A Numbers Game" and t...

Shoulda Bet More with Will Hill - Ep. 167 - Sammy P
We are just 2 days away from the Super Bowl. We continue our coverage of it today by bringing from the Chicken Dinner podcast, BetMGM, and Fox Sports, Sammy P (@spshoo...

Shoulda Bet More with Will Hill - Ep. 166 - Kiev O'Neil
Today, we are kicking our Super Bowl coverage into high gear by bringing back Kiev O'Neil (@OBKiev) of The Odds Breakers to the pod! We take a deep dive into Sunday's ...

Shoulda Bet More with Will Hill - Ep. 165 - Jeff Parles
Welcome to Shoulda Bet More, your go-to podcast for all things sports! In this episode, we dive into the upcoming Super Bowl, breaking down the key matchups and what t...

Shoulda Bet More with Will Hill - Ep. 164 - Jason Weingarten
We are nearing the date of pitchers and catchers arriving for Spring Training. To get ready for that date, we've brought back Jason Weingarten (@Spreadapedia) of VSiN ...

Shoulda Bet More with Will Hill - Ep. 163 - Kelley Bydlon
With the NFL in a hibernation period until the Super Bowl, we turn our eyes to NBA basketball! To get a temperature of where we are at in the middle of the season, we'...

Shoulda Bet More with Will Hill - Ep. 162 - Jonathan Von Tobel (JVT)
Shoulda Bet More is the ultimate podcast for NFL fans who love the thrill of the game and the excitement of placing a bet. Join Will Hill and returning guest JVT as th...

Shoulda Bet More with Will Hill - Ep. 161 - Dave Ross
It's Conference Championship weekend, and we are continuing to go to VSiN collaborators to get the best in-depth look look at the games by inviting back Dave Ross (@dr...
