57 episodes

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."

Shoulda Bet More GoldBoys.com

    • Sports
    • 5.0 • 70 Ratings

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."

    Shoulda Bet More with Will Hill - Ep. 57 - Mitch Moss

    Shoulda Bet More with Will Hill - Ep. 57 - Mitch Moss

    It's Memorial Day weekend and to get you guys some great picks heading into the long weekend, Will has invited from "Follow the Money" on VSiN, Mitch Moss (@MitchMossRadio)! The guys talk a ton of baseball including which longshots can possibly sneak their way the Cy Young award in each league, the threat level of the division leaders and some of those in wild card slots, and longshots to win the World Series. Are the Timberwolves in any trouble after game one now that Dallas is favored in the series? How does Boston match up against either of these teams? We get Mitch's take on his bets for the NFL season now that he's seen the schedule. Plus, NHL bets: who wins the Stanley cup and who wins the Conn Smythe Award?

    • 30 min
    Shoulda Bet More with Will Hill - Ep. 56 - Dustin Swedelson

    Shoulda Bet More with Will Hill - Ep. 56 - Dustin Swedelson

    Joining Will on the pod for this episode, from VSiN and the Double Play Podcast on the DraftKings Network, Dustin Swedelson! We are just about two months into the baseball season, so how do the guys think the rest of the season is going to shake out? We get their takes on some of the competing teams. Dustin also has some end of season awards bets and a World Series future he really likes. A preview on the Timberwolves/Mavericks series, a Knicks post-mortem and offseason lookahead, and one team that Dustin is going all-in on this upcoming NFL season. Tune in to find out!

    • 35 min
    Shoulda Bet More with Will Hill - Ep. 55 - Gill Alexander

    Shoulda Bet More with Will Hill - Ep. 55 - Gill Alexander

    What. Just. Happened? Coming directly off the heels of the Nuggets blowing a 20 point lead against the Timberwolves in game 7, Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod" returns to the podcast with Will to give their raw reactions to what we all just witnessed. They also talk about how the Pacers took care of the Kicks in MSG in that game 7. An early look at the upcoming Conference Finals series and some betting looks that intrigue the guys. We also get Gill's season long NFL bet that he's locking in after the schedule release. Plus a look at the bets teams in MLB this year and whether or not they can keep it up until October.

    • 33 min
    Shoulda Bet More with Will Hill - Ep. 54 - Jonathan Von Tobel

    Shoulda Bet More with Will Hill - Ep. 54 - Jonathan Von Tobel

    One of our favorite guests, Jonathan Von Tobel (@meJVT) of VSiN Primetime returns to the pod to talk NBA Playoffs and NFL Futures after the release of the schedule! After the Timberwolves blew out the Nuggets in game 6, we get the best words in sports: game 7. Will and JVT talk about how we ended up here and who they feel will come out on top and why after what has been a crazy back and forth series. They also talk about whether or not the Knicks can close out their series on the road and what the best bet is for that game. Plus, futures bets that may be affected by how the schedule shook out for some teams. Tune in to get a leg up on the books!

    • 31 min
    Shoulda Bet More with Will Hill - Ep. 53 - Brad Thomas

    Shoulda Bet More with Will Hill - Ep. 53 - Brad Thomas

    From NBC Sports and GoldBoys, Brad Thomas (@MrBradThomas) joins will to talk a number of sports on the pod. Will and Brad talk break down each NBA Playoffs series from an analytical and betting perspective, giving you some picks they like for individual games and each series as a whole. They also go over the upcoming PGA Championship, where Brad gives some of his favorite looks and why it might not be such a walk in the park for Scottie Scheffler. Plus, some NFL and College Football futures looks from Brad!

    • 32 min
    Shoulda Bet More with Will Hill - Ep. 52 - Scott Seidenberg

    Shoulda Bet More with Will Hill - Ep. 52 - Scott Seidenberg

    From Pregame.com, Scott Seidenberg joins the podcast to talk all things NBA, NFL, NHL, and MLB with Will! How have the Nuggets got themselves back into this series with Minnesota and will they end up winning the series? Will Tom Thibodeau playing his players too long be the reason the Knicks potentially lose the series to the Pacers? Can the Cavaliers put up any fight against the Celtics? Who ends up advancing from the Mavericks/Thunder series? Scott gives his predictions for the rest of the Stanley Cup Playoffs and even gives out his favorite bet for the Conn Smythe award. Why does the media disrespect the New York Jets coming into this season? Finally, what do the Yankees need to take the AL East and the World Series this year. It's a jampacked episode, so tune in to get your sports and betting fix!

    • 42 min

Customer Reviews

5.0 out of 5
70 Ratings

70 Ratings

@DamnXavier82 ,

Not the Will Hill is the Best!

Been listening to Will for years now and I was pleasantly surprised to find he finally started his own podcast after appearing on so many shows and others podcasts for years. And I gotta say, it’s top notch. 👏🏻
Comes in with a warm welcome to bring you right into the wide world of sports handicapping with a few of his own thoughts and few bets to start and then always bringing in top notch sports analysts and handicappers to round out the show. Excellent addition to ANY sports fan/enthusiast.
-X82 :-)

Lumbie 22 ,

Great show

Will Hill knows!

KylekyleHomer ,

Great show

Good show will , I wonder if showtime paid the interpreter to take the fall like 20 mill lol maybe

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