Shoulda Bet More

Feb 03 2025 165 ep. 34 mins 95
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GoldBoys Network Presents: Shoulda Bet More with Will Hill! A podcast that breaks down current events in sports, big sports betting news, we'll bring on a bunch of different guests, and break down the weekly betting slate to the point where you'll feel like you "shoulda bet more."

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Shoulda Bet More with Will Hill - Ep. 165 - Jeff Parles

Feb 03 2025 41 mins  
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 to expect. Plus, we’re talking about the jaw-dropping NBA trade that’s shaking up the league: Anthony Davis for Luka Dončić. You won’t want to miss this one. Tune in!

Shoulda Bet More with Will Hill - Ep. 164 - Jason Weingarten

Jan 31 2025 27 mins  
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 to give us his outlook on the upcoming season of baseball. We get his reaction to the offseason moves and how he feels about the Dodgers spending money on their free agents. We get Jason's favorite future bets for thi

Shoulda Bet More with Will Hill - Ep. 163 - Kelley Bydlon

Jan 29 2025 33 mins  
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've invited Kelley Bydlon (@KelleyBydlon) from VSiN's "A Numbers Game!" Is a Celtics vs. Thunder Final inevitable? Which teams have the best chance of stopping it come playoffs? What trades could we possibly see as we

Shoulda Bet More with Will Hill - Ep. 162 - Jonathan Von Tobel (JVT)

Jan 27 2025 38 mins  
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 they break down the Conference Championship games, analyzing key plays, standout performances, and those crucial moments that made or broke the odds. Get expert takes on the big game, plus insider tips and predictions f

Shoulda Bet More with Will Hill - Ep. 161 - Dave Ross

Jan 24 2025 25 mins  
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 (@drosssports)! We take a deep dive into the Commanders vs. Eagles and the Bills vs. Chiefs and give you our favorite props and leans. We try to get Dave's picks for the weekend and for who he thinks will win the Super Bo

Shoulda Bet More with Will Hill - Ep. 160 - Matt Youmans

Jan 22 2025 43 mins  
With the National Championship Game in the rear-view, we only have 3 football games remaining. To discuss what we've seen and what we will see, we've brought back from VSiN, Matt Youmans (@mattyoumans247)! We go over Ohio State's victory against Notre Dame to put a bow on a great College Football season. We preview Conference Championship weekend in the NFL by discussing our favori

Shoulda Bet More with Will Hill - Ep. 159 - Jeff Parles

Jan 20 2025 48 mins  
What a great weekend of football we had, but we aren't done yet! Today is the National Championship game between Ohio State and Notre Dame. To give us his betting looks for the game, we've invited back Jeff Parles (@jeffparles) from "Sports By The Book!" We do a deep dive into the game and give you our favorite to win and our betting leans that show where we think this game is head

Shoulda Bet More with Will Hill - Ep. 158 - John Jastremski

Jan 17 2025 30 mins  
It's Divisional Round weekend! To expand on what we were talking about with early previews on Wednesday's episode, we've brought back John Jastremski (@john_jastremski) of The Ringer to give us more betting viewpoints of this weekend's games! We do an in-depth dive on Texans/Chiefs, Commanders/Lions, Rams/Eagles, and Ravens/Bills, giving your our favorite betting looks in each game

Shoulda Bet More with Will Hill - Ep. 134 - Iain MacMillan

Jan 15 2025 32 mins  
With the first round of the NFL Playoffs officially in the books, we look forward to the Divisional round. To give us an early look, we've brought back Iain MacMillan (@IainMacBets) of Sports Illustrated to the pod! We react to the Monday night beatdown by the Rams and what that means for the Vikings going forward. Do they keep Sam Darnold, or is the future JJ McCarthy? With the Ch

Shoulda Bet More with Will Hill - Ep. 156 - Kiev O'Neil

Jan 13 2025 34 mins  
Join host Will Hill and returning guest Kiev O'Neil as they break down all the action from NFL's wild-card weekend! From game predictions to big plays, the duo dives deep into what went right, what went wrong, and what they should’ve bet more on. Plus, they look ahead to the high-stakes Monday Night Football matchup and touch on the latest in college football. Whether you're a se