meta_pixel
Tapesearch Logo
Log in
Club Shay Shay

Club Shay Shay - Dave Portnoy Part 2

Club Shay Shay

iHeartPodcasts and Shay Shay Media

Sports, News, Sports News, Football, Basketball

4.86.9K Ratings

🗓️ 14 May 2025

⏱️ 71 minutes

🧾️ Download transcript

Summary

Dave Portnoy On Cancel Culture, Kanye West, Skip Bayless, LeBron, Tom Brady, Taylor Swift, Celtics, Patriots, Barstool Sports & Call Her Daddy

Dave opens up about the deal that shocked the industry—selling Barstool for $500 million and then buying it back for just $1. He explains why he doesn't believe he can be cancelled, why he rarely apologizes, and how he’s thrived by embracing controversy. From beefs with Jason Whitlock and Michael Rapaport to the Angel Reese vs. Caitlin Clark debate and calling Reese “classless”, Portnoy gives his unfiltered opinions.

He breaks down his best and worst purchases, winning $2.6 million betting on UConn, being called a "legitimate degenerate" by his dad, and his past bankruptcy. He weighs in on crypto scams, the Hawk Tuah crypto controversy, and even Gisele Bündchen moving on from Tom Brady.

He talks about his ex-wife still able to access his bank account and his defense of Taylor Swift against Kanye West. He also dives into the TikTok ban, Mahomes vs. Brady, Jerod Mayo’s unfair exit from the Patriots, and his Top 5 Celtics of all time.

He speaks on the Lakers getting Luka Doncic, Bronny James entering the NBA, Larry Ellison’s recruiting tactics with Bryce Underwood, and interviewing Donald Trump. Portnoy talks his past run for mayor of Boston, shares the best advice he’s ever received, and reveals his Top 5 fast food chains.

This is Dave Portnoy—raw, controversial, unapologetic, and more transparent than ever. You don’t want to miss this brutally honest, wildly entertaining deep-dive into the mind of one of the most polarizing and powerful figures in sports media.

#volume

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

You're listening to an I-Heart podcast.

0:04.8

I'm Michael Casson, founder and CEO of FreeC Ventures and your guide on Good Company,

0:09.7

the podcast where I sit down with the boldest innovators shaping what's next.

0:14.2

In this episode, I'm joined by Anjali Sue, CEO of Tube.

0:18.1

We dive into the competitive world of streaming.

0:20.6

Would others dismiss as niche, we embrace as core.

0:23.5

There are so many stories out there.

0:25.5

And if you can find a way to curate and help the right person discover the right content,

0:32.0

the term that we always hear from our audience is that they feel seen.

0:35.6

Listen to Good Company on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts.

0:46.9

A lot of times big economic forces show up in our lives in small ways.

0:52.1

Four days a week, I would buy two cups of banana pudding, but the price has gone up, so now I only buy one.

0:58.4

Small but important ways.

1:00.2

From tech billionaires to the bond market to, yeah, banana pudding.

1:03.9

If it's happening in business, our new podcast is on it.

1:06.6

I'm Max Chaston.

1:07.5

And I'm Stacey Vanek-Smith. Listen to everybody's business from Bloomberg Business Week,

1:12.0

starting May 16th on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts.

1:17.5

Thank you for coming back.

1:19.1

Part two is underway.

1:21.5

Who shocked you the most that they left?

1:24.1

Have you been surprised by anyone that they ended up leaving?

...

Please login to see the full transcript.

Disclaimer: The podcast and artwork embedded on this page are from iHeartPodcasts and Shay Shay Media, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of iHeartPodcasts and Shay Shay Media and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.

Copyright © Tapesearch 2025.