All Episodes
Displaying 31 - 60 of 229 in total
Shoulda Bet More with Will Hill - Ep. 199 - Drew Dinsick
It's finally time for the NFL Draft! This episode, we get you completely ready for the first round on Thursday night by bringing back Drew Dinsick (@whale_capper) of N...
Shoulda Bet More with Will Hill - Ep. 198 - Raheem Palmer
The NBA Playoffs have officially begun this past weekend and we brought Raheem Palmer from The Ringer (@iamrahstradamus) back to the pod to discuss what we've saw! We ...
Shoulda Bet More with Will Hill - Ep. 197 - Jeff Parles
On today's episode, we touch on a little of everything with Jeff Parles (@jeffparles) of "Sports By The Book!" Jeff and Will discuss the first round of the NBA Playoff...
Shoulda Bet More with Will Hill - Ep. 196 - Sammy P
We've finished the first pair of NBA Play-In games, today we get you ready for the 2nd pair and the first round of the playoffs! To give his insight, we've brought bac...
Shoulda Bet More with Will Hill - Ep. 195 - Jonathan Von Tobel
The NBA Playoffs are set and we begin them this week! To get us ready, we've invited back Jonathan Von Tobel (@meJVT) of VSiN Primetime to the pod! We go through each ...
Shoulda Bet More with Will Hill - Ep. 194 - Aaron Schatz
On today's episode of Shoulda Bet More, we look towards to upcoming NFL Draft by inviting back Aaron Schatz (@ASchatzNFL) of FTN Fantasy to the pod! We discuss upcomin...
Shoulda Bet More with Will Hill - Ep. 193 - Kelley Bydlon
Join host Will Hill and guest Kelley Bydlon on Shoulda Bet More, where they dive into the excitement of the Masters and the NBA playoffs. With expert insights, betting...
Shoulda Bet More with Will Hill - Ep. 192 - Matt Youmans
We started with 68 and now we are down to 2, Florida vs. Houston. To get you ready for the National Championship game, we've brought back Matt Youmans (@mattyoumans247...
Shoulda Bet More with Will Hill - Ep. 191 - Kiev O'Neil
Join Will Hill and special guest Kiev O'Neil for a thrilling episode as they dive into the excitement of Final Four weekend in college basketball! They'll break down t...
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 Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" to go over everything that h...
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 ...