SPOT.
HomeDiscoverScoresWatchListen
SPOT.Sign In

Spot Sports

Everything worth following in sports

Content

  • Videos
  • Podcasts
  • Channels
  • Blog

Company

  • About
  • Support

Legal

  • Terms of Service
  • Privacy Policy
  • YouTube Terms

© 2026 Spot Sports. All rights reserved.

Home
Scores
Watch
Listen
My Spot
THE FUTURE OF BETTING PART 2: Sports Betting Strategy, AI and Tax Battles

General Sports

THE FUTURE OF BETTING PART 2: Sports Betting Strategy, AI and Tax Battles

Sharp or Square›
3 days ago36:38

Listen now

Listen in the app

Episode context

Listen

Keep going with Sharp or Square.

Listen here or keep browsing the show and related sport coverage from here.

Sharp or Square showGeneral Sports podcasts

Episode Notes

In the second installment of this two-part episode, we dive into the future of sports betting strategy, artificial intelligence, and the battle between prediction markets and traditional sportsbook operators. Betting expert Chad Millman and professional gambler Simon Hunter discuss the changes in tax laws for sports bettors after the One Big Beautiful Bill Act, and how prediction markets’ unlimited liquidity has impacted the sports betting marketplace. We also hear about how A.I. has made life both easier and harder for gamblers in the last 12 months. And finally, Chad and Simon look into their crystal ball to predict what the next decade holds for the industry. #Volume

--

Subscribe to Sharp or Square for gambling advice, best bets, and predictions from sports betting experts Chad Millman and Simon Hunter.

Follow on all platforms:

https://www.instagram.com/sharporsquare/

https://x.com/SharporSquare_

See omnystudio.com/listener for privacy information.

Next listen

All from Sharp or Square →
THE FUTURE OF BETTING PART 1 - Prediction Markets, Scandals & Legal Battles

Next listen

THE FUTURE OF BETTING PART 1 - Prediction Markets, Scandals & Legal Battles

Jun 18, 202633:59

Next listen

THE FUTURE OF BETTING PART 1 - Prediction Markets, Scandals & Legal Battles

THE FUTURE OF BETTING PART 1 - Prediction Markets, Scandals & Legal Battles

Jun 18, 202633:59
U.S. Open Golf Betting Preview

U.S. Open Golf Betting Preview

Jun 16, 202632:54
FIFA World Cup 2026 Betting Preview

FIFA World Cup 2026 Betting Preview

Jun 11, 202642:19
All from Sharp or Square→

Listen guide

How do I listen to this episode of Sharp or Square?

"THE FUTURE OF BETTING PART 2: Sports Betting Strategy, AI and Tax Battles" is an episode of Sharp or Square. Runtime 36 min. Published June 23, 2026. Hit play above to stream it here, or open the free Spot Sports app for background play and offline downloads.

Step by step

  1. Open Spot Sports. Get the free Spot Sports app for background play, lock-screen controls, and offline downloads.
  2. Or stream right here. Tap play on the episode card above. No app needed.
  3. Browse the full podcast. Jump to the Sharp or Square page for the rest of the catalog.
  4. Or subscribe in any podcast app. Sharp or Square ships on a standard RSS feed, so Apple Podcasts, Spotify, Overcast, and Pocket Casts all work too.

Quick FAQ

When was this episode published?
June 23, 2026.
How long is this episode?
36 min.
What podcast is this from?
Sharp or Square. Browse the full back catalog on the show page.
What does this episode cover?
Sharp or Square covers general sports. This episode runs on the show's regular cadence.

Sources

  • Get the Spot Sports app
  • THE FUTURE OF BETTING PART 2: Sports Betting Strategy, AI and Tax Battles
  • Sharp or Square

Related Podcasts

The Bill Simmons Podcast

The Bill Simmons Podcast

The Ringer

General Sports
The Dan Le Batard Show

The Dan Le Batard Show

Dan Le Batard

General Sports
The Herd with Colin Cowherd

The Herd with Colin Cowherd

iHeartPodcasts and The Volume

General Sports
The Dan Patrick Show

The Dan Patrick Show

iHeartPodcasts and Dan Patrick Podcast Network

General Sports
Collector Nation

Collector Nation

Collector Nation

General Sports