All Episodes
Displaying 91 - 120 of 229 in total
Shoulda Bet More with Will Hill - Ep. 139 - Kiev O'Neil
On this week’s episode of Shoulda Bet More, He's back! Kiev O'Neil & Will break down the thrilling outcome of Sunday Night Football. Tune in as Kiev gives us his hot t...
Shoulda Bet More with Will Hill - Ep. 138 - Paul Howard
On this Black Friday edition of Shoulda Bet More, we invite a new guest! From Follow the Money on VSiN, Paul Howard (@paulyhoward)! We recap the Thanksgiving games and...
Shoulda Bet More with Will Hill - Ep. 137 - Adam Kaufman
Tomorrow is Thanksgiving and we've got the analysis you need so that while you are stuffing your face with turkey, you are also stuffing your wallet with cash from you...
Shoulda Bet More with Will Hill - Ep. 136 - Jeff Parles
Coming off what was a wild NFL Sunday with many games turned on their head, we invite Jeff Parles (@jeffparles) from "Sports By The Book" back to the pod! We recap and...
Shoulda Bet More with Will Hill - Ep. 135 - John Jastremski
On this episode of Shoulda Bet More, we get you ready for Week 12 in the NFL with John Jastremski (@john_jastremski) of The Ringer returning to the pod! We go over our...
Shoulda Bet More with Will Hill - Ep. 134 - Iain MacMillan
Iain MacMillan (@IainMacBets) of Sports Illustrated returns to the pod on this episode of Shoulda Bet More to talk all things NFL. We discuss where we find value on be...
Shoulda Bet More with Will Hill - Ep. 133 - Doug Kazirian
After a weekend with some big NFL matchups, we've brought back Doug Kezirian (@DougKezirian) from OnlyPlayers.com to the pod! We give our reactions to Week 11 in the N...
Shoulda Bet More with Will Hill - Ep. 132 - Matkafee
Join Will Hill and returning guest @Matkafee as they dive into the world of sports betting, covering the NFL, NBA, and their opinions on some futures awards picks. Get...
Shoulda Bet More with Will Hill - Ep. 131 - Brad Thomas
We only have a few weeks left of College Football, so we've brought back Brad Thomas (@MrBradThomas) from NBC Sports and GoldBoys to discuss where we are as we get clo...
Shoulda Bet More with Will Hill - Ep. 130 - Gill Alexander
On this episode of Shoulda Bet More, we have Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" back on the podcast to recap what we s...
Shoulda Bet More with Will Hill - Ep. 129- Jonathan Von Tobel
We witnessed what might have been the game of the year in the NFL. Will recaps and reacts to last night's Ravens win over the Bengals and what it means going forward. ...
Shoulda Bet More with Will Hill - Ep. 128 - "The Bear" Chris Fallica
On today's episode, we've brought back "The Bear" Chris Fallica (@chrisfallica) from Fox Sports to the pod so we can take a view at the state of the NFL at the trade d...
Shoulda Bet More with Will Hill - Ep. 127 - Kiev O'Neil
On today's episode, we've brought back Kiev O'Neil (@OBKiev) of The Odds Breakers not only to talk about this weekend in football, but to preview the upcoming College ...
Shoulda Bet More with Will Hill - Ep. 126 - Sammy P
The World Series is now in the books with the Los Angeles Dodgers beating the New York Yankees in 5 games. Will recaps the wild 5th inning in game 5 and gives the Dodg...
Shoulda Bet More with Will Hill - Ep. 125 - Jeff Parles
Join host Will Hill and Returning Guest Jeff Parles as they dive deep into the exciting world of sports betting on this week’s episode of "Shoulda Bet More." Tune in a...
Shoulda Bet More with Will Hill - Ep. 124 - Scott Seidenberg
We had a wild sports-filled weekend, and to give a recap and reaction, we've brought Scott Seidenberg (@ScottsOnAir) from VSiN and Pregame.com back to the podcast! Wil...
Shoulda Bet More with Will Hill - Ep. 123 - Tommy Lorenzo
The World Series begins tonight and we have the bets and analysis you need for tonight's game 1 between the New York Yankees and the Los Angeles Dodgers and for the se...
Shoulda Bet More with Will Hill - Ep. 122 - Chris Macero
On this midweek episode of Shoulda Bet More, we invite back professional sports bettor and VSiN contributor, Chris Macero (@RealGadge) to the podcast! We get you ready...
Shoulda Bet More with Will Hill - Ep. 121 - Dave Ross
Join host Will Hill in a lively discussion with sports enthusiast Dave Ross on Shoulda Bet More. In this episode, they dive into the thrilling Mets vs. Dodgers Game 6 ...
Shoulda Bet More with Will Hill - Ep. 120 - Matt Youmans
We've got your football bets for the weekend as we've invited back Matt Youmans (@mattyoumans247) of VSiN to talk all things football. We've got Matt's best bets for W...
Shoulda Bet More with Will Hill - Ep. 119 - Reed Wallach
On this midweek episode of Shoulda Bet More, we invite Reed Wallach (@ReedWallach) of The Early Reed Podcast and Sports Illustrated back to the podcast to talk some Co...
Shoulda Bet More with Will Hill - Ep. 118 - Jeff Parles
Join us in this episode of Shoulda Bet More as we dive into the latest MLB standings and break down the thrilling world of Monday Night Football predictions with our s...
Shoulda Bet More with Will Hill - Ep. 117 - Brad Powers
This is gonna be a big weekend. Baseball's Championship Series begins, we get a great NFL slate, and we get a powerhouse College Football Saturday with marquee matchup...
Shoulda Bet More with Will Hill - Ep. 116 - Dave Ross
We have been treated to four tight and extremely competitive Division Series matchups and to go over them, we've invited back Dave Ross (@drosssports) from Sunday Bet ...
Shoulda Bet More with Will Hill - Ep. 115 - Gill Alexander
What a wild sports weekend. So many College Football upsets, some wild NFL games, and some intense baseball series. To break it all down with an eye on what to take ad...
Shoulda Bet More with Will Hill - Ep. 114 - Mitch Moss
The Division Series round is all set as we head into the weekend and to preview that round, we've invited from "Follow the Money" on VSiN, Mitch Moss (@MitchMossRadio)...
Shoulda Bet More with Will Hill - Ep. 113 - Jeff Parles
Join host Will Hill in this episode of "Shoulda Bet More" as he sits down with passionate Mets fan Jeff Parles (@jeffparles) to dive into the excitement of the first d...
Shoulda Bet More with Will Hill - Ep. 112 - MLB Postseason Preview with NicLarson
After an exciting final day of baseball, it's finally here, the MLB Postseason! We've brought NicLarson (@NicLarsonGB) from the Goldboys discord onto the show to give ...
Shoulda Bet More with Will Hill - Ep. 111 - Kiev O'Neil
It was a busy week 4 in the NFL on Sunday and we have the recaps and reactions from Will and Kiev O'Neil (@OBKiev) of The Odds Breakers! Are the Jets truly a contender...
Shoulda Bet More with Will Hill - Ep. 110 - Chris Macero
We have a big weekend coming up, it's the final weekend of the MLB Regular Season. We are at the end of these division and wild card races and we've brought profession...