Podcast thumbnail for Shoulda Bet More

Shoulda Bet More

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by VSiN

4.9(78 reviews)
346 episodes
Updated Daily
Accepts GuestsHas SponsorsLocation 🇺🇸

Podcast Overview

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.

Language

🇺🇲

Publishing Since

12/22/2023

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Recent Episodes

Episode thumbnail for Shoulda Bet More with Will Hill - Ep. 346 Chris Macero

June 3, 2026

Shoulda Bet More with Will Hill - Ep. 346 Chris Macero

Will Hill and pro sports bettor Chris Macero discuss NBA Finals, AL MVP race, and major sports matchups in this interview episode.

Episode thumbnail for Shoulda Bet More with Will Hill - Ep. 345 Kiev O'Neil

June 1, 2026

Shoulda Bet More with Will Hill - Ep. 345 Kiev O'Neil

Host Will Hill and guest Kiev O'Neil of The Odds Breakers preview the NBA Finals and dive into NFL division previews and player props.

Episode thumbnail for Shoulda Bet More with Will Hill - Ep. 344 Gill Alexander

May 29, 2026

Shoulda Bet More with Will Hill - Ep. 344 Gill Alexander

Will Hill and Gill Alexander of A Numbers Game preview Game 7, discuss the French Open, and MLB bets in this insightful interview.

346 total episodes available with 19 transcripts

Recent guests on Shoulda Bet More

Guests from recent episodes — sign up to see every guest that has ever appeared on this show.

Chris Macero

Guest

Kiev O'Neil

Guest

Gill Alexander

Guest

Jensen Lewis

Guest

Doug Kezirian

Guest

Brad Thomas

Guest

Jonathan Von Tobel

Guest

Chris Fallica

Guest

Steve Fezzik

Guest

Dave Ross

Guest

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Frequently asked questions

Have a different question and can't find the answer you're looking for? Reach out to our support team by sending us an email and we'll get back to you as soon as we can.

What is 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.

How often does this podcast release new episodes?

This podcast updates daily.

Where can I listen to this podcast?

This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

Yes, this podcast regularly features guests.

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