My guest this week is Mickey Drexler.

You probably know him as the guy behind Gap Inc., J.Crew, Old Navy, and now Chairman of Alex Mill — but this conversation turned into something much bigger than retail.

Mickey thinks most modern fashion has lost its taste level. He thinks cars all look the same. He thinks corporate boards ruin creativity. He hates AI slop, overdesigned luxury, cheap packaging, bad customer service, loud gyms, and logos for the sake of logos.

We talk about why Costco might secretly be one of the best brands in America, what made Rolex such a powerful marketing company, the importance of storytelling, why details matter, and what happens when companies stop caring.

Plus:

*

Sponsored by Bezel - the trusted marketplace for buying and selling your next luxury watch

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