All Episodes
Displaying 1 - 30 of 211 in total
Shoulda Bet More with Will Hill - Ep. 211 - Dustin Swedelson
Shoulda Bet More is your go-to sports betting hangout. This episode we dive into the latest Knicks vs. Pacers action, MLB highlights, and fresh takes on the future NFL...
Shoulda Bet More with Will Hill - Ep. 210 - Jeff Parles
Shoulda Bet More dives into the hottest topics in sports and sports betting. This episode breaks down the NBA Finals, the Mets vs. Yankees Subway Series, and some heat...
Shoulda Bet More with Will Hill - Ep. 209
Shoulda Bet More dives into the upcoming NFL schedule and the latest action from the NBA Semifinals. If you're into bold predictions, near-miss bets, and smart takes o...
Shoulda Bet More with Will Hill - Ep. 208 - Jonathan Von Tobel
On today's episode we continue our talk on the NBA Playoffs with one of our favorite guests, Jonathan Von Tobel (@meJVT) of VSiN Primetime! After a huge win by the War...
Shoulda Bet More with Will Hill - Ep. 207 - Dave Ross
On today's episode, we catch up with all things sports with Dave Ross (@drosssports) of VSiN! We recap the second round of the NBA Playoffs so far and look to see if w...
Shoulda Bet More with Will Hill - Ep. 206 - Adam Kaufman
What is going on right now in Boston is stunning. The Knicks have taken a 2-0 series lead over the Celtics and to talk about it and the rest of the NBA Playoffs, we've...
Shoulda Bet More with Will Hill - Ep. 205 - John Jastremski
On today's episode, we talk the NBA Playoffs with our good friend John Jastremski (@john_jastremski) of The Ringer! We go over what was a surprising game 1's for the u...
Shoulda Bet More with Will Hill - Ep. 204 - Kelley Bydlon
The first round of the NBA playoff is all wrapped up and we look towards round two with Kelley Bydlon (@KelleyBydlon) of VSiN's "A Numbers Game!" Will and Kelly react ...
Shoulda Bet More with Will Hill - Ep. 203 - Mike Somich
The race for the Triple Crown begins tomorrow with the Kentucky Derby! To get you ready to bet this event, we've brought on the host of 'Ready, Set, Bet' on VSiN, Mike...
Shoulda Bet More with Will Hill - Ep. 202 - NicLarson
We are a month into baseball season, so we though it would be a great time to bring back NicLarson (@NicLarsonGB) from GoldBoys! We talk about which teams have surpris...
Shoulda Bet More with Will Hill - Ep. 201 - Geoff Schwartz
Host Will Hill is joined by former NFL lineman Geoff Schwartz to break down the latest in the NBA and NHL playoffs, share insights on the NFL Draft, and talk all thing...
Shoulda Bet More with Will Hill - Ep. 200 - Gill Alexander
Shoulda Bet More is your go-to pod for smart sports talk with just the right amount of hindsight. Hosted by Will Hill, this episode breaks down the biggest surprises a...
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 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...