Deep Dive Gambling Podcast

Latest Episodes:

Deep Dive: Friday the 19th Jun 19, 2026

Show notes

World Cup Thoughts, U.S. Open Updates (and a bet), and a Wine of the week Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The 2026 WORLD CUP OF SOCCER! Jun 08, 2026

Show notes

Special guest: Anthony Dabbundo of The Ringer

Follow Anthony on Twitter: https://x.com/AnthonyDabbundo

Follow the show on Twitter: https://x.com/deepdivepod

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

Deep Dive Daily: 5/22 May 22, 2026

Show notes

0:00 - Welcome and May Losing Streak Confession

0:06:30 - NBA Western Conference Finals Breakdown

0:09:00 - Wemby vs. Chet: Not Even Close

0:14:00 - French Open Preview: Sinner's Path to a Career Slam

0:21:00 - Sinner's Odds vs. What Nadal Used to Cost

0:30:00 - Alcaraz Wrist Injury and Long-Term Concerns

0:37:00 - AI Usage and Zelda: Tears of the Kingdom

0:40:30 - TV Recommendations: Million Dollar Secret and Widow's Bay

0:47:00 - English Teacher, Euphoria, and Company Retreat

0:50:00 - Memorial Day Weekend: Gardening, Greenhouse, and Asparagus

0:54:00 - Buc-ee's Detour Story From Colorado Trip

0:55:00 - Napa Cab Vintages and California Wine Picks

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

The 152nd Kentucky Derby Apr 30, 2026

Show notes

Mike Somich joins us to talk about the Run for the Roses! We toss some horses, upgrade some horses, and try to figure out the rest in the long journey to finding that winning Superfecta ticket. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

The 2026 National Football League Rookie Draft Apr 22, 2026

Show notes

We're joined by @fantasylawguy to talk all things 2026 draft. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Deep Diving the NBA Playoffs Apr 17, 2026

Show notes

Going through the matchups for the first round, the futures, the injuries and where we (Drew) sees value. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Deep Dive goes to Augusta Apr 08, 2026

Show notes

Drew asks Andy questions about golf and decides the Charl Schwartzel may just get win #2 Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Deep Divin' the Draft Apr 02, 2026

Show notes

Our first real dig into how we see things going later on in April based on the news, the experts, the insiders, and our GUTS. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

NFL Free Agency Mar 11, 2026

Show notes

Looking at where we stand as free agency opens. Trades, signings, reversed trades, Indian Wells, the Oscars, the Wire, and more. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Deep Dive Offseason Feb 18, 2026

Show notes

Ripping through some topics. QB situations, the Olympics, golf, wine, etc. Hosted by Simplecast, an AdsWizz company. See https://pcm.adswizz.com for information about our collection and use of personal data for advertising.

Our TOPPODCAST Picks

Follow Us

Stay Connected

Deep Dive Gambling Podcast

Related Podcasts

Links

Stay Connected