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Shoulda Bet More

VSiN
NFL
College Football
Major League Baseball
NBA Finals
Oklahoma City Thunder
NBA Playoffs
Indiana Pacers
NBA
Yankees
College Basketball
Miami
Kansas City Chiefs
World Series
College Baseball
Toronto Blue Jays
MLB
Seattle Seahawks
Red Sox
College Football Playoff
Uconn

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 wh... more

PublishesDailyEpisodes352Founded10 months ago
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Latest Episodes

On this episode of the Shoulda Bet More podcast, Will Hill reacts to the Knicks winning the NBA Finals and whether or not the Spurs blew it on the way. Also on the show, Chris "The Bear" Fallica joins to chat the NBA Finals and next year's futures, M... more

On this episode of the Shoulda Bet More podcast, Will Hill reacts to an epic Game 4 of the NBA Finals and the Knicks making a historic comeback against the Spurs, then what to bet in Game 5. Also on the show, VSiN By The Books co-host Jensen Lewis jo... more

On this episode of the Shoulda Bet More podcast, Will Hill reacts to Game 3 of the NBA Finals and looks ahead to Game 4. Plus, Kelley Bydlon from a A Numbers Game joins to discuss all things NBA Finals, the Draft and offseason.

Get instant access to... more

On this episode of the Shoulda Bet More podcast, Will Hill recaps the Knicks taking a 2-0 series lead in the NBA Finals and if the Spurs have any chance at making a comeback, as well as a tied series in the Stanley Cup Final. Also on the show, Jeff P... more

Key Facts

Accepts Guests
Accepts Sponsors
Contact Information
Podcast Host
Number of Listeners
Find out how many people listen to this podcast per episode and each month.

Recent Guests

Kelley Bydlon
Contributor featured for betting analysis; host of Long Shots podcast and Numbers Game
Numbers Game, Long Shots podcast
Episode: Shoulda Bet More with Will Hill - Ep. 349 Kelley Bydlon
Chris Macero
Professional sports bettor invited onto the show
Professional sports bettor
Episode: Shoulda Bet More with Will Hill - Ep. 346 Chris Macero
Doug Kezirian
Doug Kezirian, sportsbook executive and media personality
BetRivers / The Athletic / New York Post (mentioned)
Episode: Shoulda Bet More with Will Hill - Ep. 330 Doug Kezirian
Matt Youmans
VSIN Primetime handicapper and guest analyst
VSIN
Episode: Shoulda Bet More with Will Hill - Ep. 321 Matt Youmans
Steve Fezzik
Professional sports bettor, two-time Super Contest winner
Fezzik Sports
Episode: Shoulda Bet More with Will Hill - Ep. 320 Steve Fezzik
Ian Eagle
Play-by-play announcer for CBS/TNT/Yes Network, voice of the Final Four
CBS, TNT, Yes Network
Episode: Shoulda Bet More with Will Hill - Ep. 319 Ian Eagle
John Laghezza
Baseball analyst, Corked Stats Podcast; Substack baseball writer of the year, fantasy
Corked Stats / Substack / The Athletic (fantasy)
Episode: Shoulda Bet More with Will Hill - Ep. 315 John Laghezza
Jeff Parles
ESPN Las Vegas betting analyst
ESPN Las Vegas
Episode: Shoulda Bet More with Will Hill - Ep. 311 Jeff Parles
Jonathan Von Tobel
ESPN Las Vegas host, betting analyst
ESPN Las Vegas
Episode: Shoulda Bet More with Will Hill - Ep. 310 Jonathan Von Tobel

Host

Will Hill
Host of the Shoulda Bet More podcast, focusing on betting angles, line moves, and strategy across sports.

Reviews

4.9 out of 5 stars from 81 ratings
  • Best pod for baseball and NBA playoffs!

    Good example today of why I listen to this show. I don’t follow the Mets but Will and Dave Ross had a great discussion about them - full of actionable info. Love it!

    Apple Podcasts
    5
    JDL from Jacksonville
    United Statesa month ago
  • Will Hill

    Will is great and has superb guests.

    Apple Podcasts
    5
    Mikerouse91
    United Statesa month ago
  • One of my favorites

    Great content. Great guests. Love this podcast.

    Apple Podcasts
    5
    keven70
    United States2 months ago
  • The best pod for baseball and NBA playoffs!

    My go to all spring and summer. By far the best!

    Apple Podcasts
    5
    JDL from Jacksonville
    United States3 months ago
  • Great show

    Great show. Great content. The only feedback I’d give is the volume levels are a little low. I need to turn my car volume up to usually 35 to hear everything. Then I get blasted when the podcast is over and my car goes to radio.

    Apple Podcasts
    5
    tstelly18
    United States3 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners appreciate the sharp, data-driven betting angles and diverse guest lineup.
Many praise actionable insights and calm, knowledgeable hosting.
Some note volume issues but rate content as highly valuable.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#243
Canada/Sports/Football
Apple Podcasts
#191
Australia/Sports/Football
Apple Podcasts
#240
Ireland/Sports/Football

Talking Points

Recent interactions between the hosts and their guests.

Shoulda Bet More with Will Hill - Ep. 346 Chris Macero
Q: Chris, you're the best man. Where can we find your stuff?
Macero explains he's active on X (Twitter) at RealGauge and appears on weekly betting shows with Mike Carver and Doug Kazarian, inviting listeners to engage on social media for betting tips.
Shoulda Bet More with Will Hill - Ep. 347 Jonathan Von Tobel
Q: What are you looking for in game two?
Looking for adjustments from both sides, with Spurs possibly rotating defenses to attack Brunson more while Towns and Wembanyama continue to influence the series, and for Knicks to sustain their efficient ball movement and late-game execution.
Shoulda Bet More with Will Hill - Ep. 347 Jonathan Von Tobel
Q: What's your comment on the game and the Knicks' performance?
The Knicks delivered a gutsy, championship-level win, erasing a 14-point deficit and holding on through a late stretch, which solidifies their momentum and makes game two critical for matching the road-traveling team trend.
Shoulda Bet More with Will Hill - Ep. 344 Gill Alexander
Q: What do you expect in game seven and who do you like to win?
Gill suggests OKC to win in a close game, with home-court advantage and role players delivering at key moments, while acknowledging the uncertainty and the tendency for the series to defy expectations.
Shoulda Bet More with Will Hill - Ep. 349 Kelley Bydlon
Q: What are your thoughts on the Knicks' usage and Brunson's role moving forward?
Kelley and Will discuss reducing Brunson's heavy ball usage by incorporating more off-ball motion to improve team efficiency and balance.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About Shoulda Bet More

What is Shoulda Bet More about and what kind of topics does it cover?

Sharp, data-driven betting analysis drives each episode, with Will Hill breaking down line moves, futures, and value plays across NFL, NBA, MLB, and college football. Guests are seasoned bettors and analytics-focused experts who share market insights, predictive models, and practical strategies to find edges in real-time wagering. The show pairs accessible handicapping with long-form conversations about how markets react to news, injuries, and scheduling, making it valuable for both serious bettors and marketing/promo teams seeking smart betting-focused sponsorships. A notable strength is the consistent emphasis on actionable angles, live bet opportunities, and a wide mix of sports, from baseball to basketball to football, often featuring c... more

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How many listeners does Shoulda Bet More get?

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How many subscribers and views does Shoulda Bet More have?

To see how many followers or subscribers Shoulda Bet More has on Spotify and other platforms such as Castbox and Podcast Addict, simply upgrade your account. You'll also find viewership figures for their YouTube channel if they have one.

Which podcasts are similar to Shoulda Bet More?

These podcasts share a similar audience with Shoulda Bet More:

1. Beating The Book with Gill Alexander
2. A Numbers Game
3. Bear Bets: A FOX Sports Gambling Show
4. Long Shots: VSiN's Golf Betting Podcast
5. VSiN Best Bets

How many episodes of Shoulda Bet More are there?

Shoulda Bet More launched 10 months ago and published 352 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Shoulda Bet More?

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What guests have appeared on Shoulda Bet More?

Recent guests on Shoulda Bet More include:

1. Kelley Bydlon
2. Chris Macero
3. Doug Kezirian
4. Matt Youmans
5. Steve Fezzik
6. Ian Eagle
7. John Laghezza
8. Jeff Parles

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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