Shoulda Bet More - TopPodcast.com

View Top 200 Chart

Back to Rankings Page

Shoulda Bet More — Sports
Shoulda Bet More

Ever have that gut feeling and wish you’d bet more? This is the podcast for you. Join VSiN and Fox Sports contributor Will Hill as he breaks down the biggest betting news and reveals the sharpest plays across the sports world. Each episode is a deep dive into betting strategies, odds analysis, and the data you need to find an edge.

Whether it’s NFL, NBA, MLB, or college football, we’ll tell you which side to be on and why. From dissecting the latest line moves to uncovering valuable props and futures, Will and his guests—the best minds in sports betting—ensure you’re always one step ahead.

Copyright: © 2024 GoldBoys.com

Latest Episodes:

Shoulda Bet More with Will Hill - Ep. 216 - Will Hill! Jun 02, 2025

Show notes

You read the title right, today is just Will! Will recaps a Game 6 of the ECF that saw the Pacers put away the Knicks and advance to face the Thunder in the NBA Finals. He go over what the Knicks will need to do in the upcoming offseason to try to get over the hump. Will also previews the NBA Finals and is there any chance that the Pacers pull off what may be the upset of a lifetime? Will also talks baseball. He goes over where we are at the start of June in the MLB. He goes over bets that are worth taking for division winners, teams to make the playoffs, season awards, the Rockies futility, and more!

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 215 - Matt Grissom May 30, 2025

Show notes

The NCAA Baseball Tournament begins this weekend as start the road to Omaha and the College World Series. To get us ready for the entire tournament, we've brought back Matt Grissom (@GrissomOnX) of CollegeBaseballInsiders.com and VSiN! We go over the College Baseball season to see how we got here and who the favorites are heading into the tournament. We go through the regionals to see who we like to advance to the Super Regionals and if we think any underdogs can advance. We go through some of our favorite bets to reach the College World Series and we also discuss how the NCAA can better promote the game so as to get more attention during the regular season. Will also recaps Game 5 of the Eastern Conference Final in the NBA and previews this weekend's Yankees/Dodgers World Series rematch series!

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 214 - Kelley Bydlon May 28, 2025

Show notes

Both NBA Conference Finals series may nearly be over. With both series being 3-1 in favor of the Thunder and Pacers, we bring Kelley Bydlon (@KelleyBydlon) of VSiN's "A Numbers Game!" to get his opinion on each series. Is there any chance we see each series extended? Are either the Knicks or the Timberwolves worth a bet to come back from these longshot odds? Will the Thunder even lose a game for the rest of this postseason? Tune in to see what we think and to get an edge on the books.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 213 - Gill Alexander May 26, 2025

Show notes

On today's episode, we get a snapshot of where we are at in the Conference Finals with Gill Alexander (@beatingthebook) of "A Numbers Game" and the "Beating the Book Pod!" We go over the Knicks stunning rally against the Pacers as we finally have a series. Do we think the Knicks can take advantage or is this just a speed bump for the Pacers? We also touch on whether or not the Thunder can take a stranglehold on their series against the Timberwolves. We talk a little Tennis with the upcoming French Open. Gill gives us some of his favorite futures from the event and some of the other plays he's looking at. Plus, we talk about the dreadful Rockies. How much farther can they fall and at what line would we take their over win total on the season?

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 212 - Brad Thomas May 23, 2025

Show notes

Wednesday night had one of the craziest NBA games we've ever seen in Game 1 of the Eastern Conference Final between the Pacers and the Knicks and we have to react to what we saw. To get his opinion on the game and the series moving forward, we invite Brad Thomas (@MrBradThomas) from NBC Sports back to the pod! How were the Pacers able to come back in that game, what did the Knicks do wrong that made them choke their lead? Will the Knicks be able to recover from this game or is it the Pacers' series moving forward? In the West, is there anything that will stop the Thunder, or will the Timberwolves be able to show some fight? We also talk some offseason College Football with Brad as it comes faster than you expect. We get his offseason betting approach and some win totals that he is looking to bet for the upcoming season!

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 211 - Dustin Swedelson May 21, 2025

Show notes

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 schedule. Plus, get early insights and hot takes on future NBA Finals bets. If you’ve ever said, “Man, I shoulda bet more,” this pod’s for you.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 210 - Jeff Parles May 19, 2025

Show notes

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 heated NHL playoff action. Whether you're a die-hard fan or just here for the odds, we've got picks, predictions, and plenty of takes you shoulda bet more on.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 209 May 16, 2025

Show notes

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 on what's next in sports, this is your weekly fix.

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 208 - Jonathan Von Tobel May 14, 2025

Show notes

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 Warriors, do we think they can close out their series against the Nuggets on the road? After Indiana stunned the top seeded Cavaliers in the East, what do we think of their chances going forward in the playoffs? Do the Celtics have any chance of prolonging their series against the Knicks tonight? Is there any hope for the Curry-less Warriors against the Timberwolves? JVT and Will discuss their favorite bets heading into tonight's games, and a potential Conference Finals. Plus, is the NBA Draft Lottery rigged or is it rightly stopping tanking?

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Shoulda Bet More with Will Hill - Ep. 207 - Dave Ross May 12, 2025

Show notes

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 we can find value in any underdogs in each series. Do the Knicks stand a chance or are the Celtics back? Is there a path for the Warriors without Steph Curry? Is Nuggets/Thunder going to go the distance? We also get Dave's insight on the NHL playoffs. Is the best team in the East not the top seed? Is Vegas worth a bet to win the series after a dramatic last second goal brought them back in the series? We also discuss a little MLB to look at the big picture this far into the season. The Rockies fired their manager Bud Black, is it really his fault though? Do they reach 40 wins this season? Who is the most disappointing team thus far and which team could make a surprise push? Finally, we also talk a little UFC and PGA to round out all of Dave's knowledge!

Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Related Podcasts