# The Merchant Prince: The Man Behind The Gap, Old Navy, and J. Crew | Mickey Drexler Page: https://stenobird.com/podcast/big-shot-6247527/the-merchant-prince-the-man-behind-the-gap-old-navy-and-j-crew-mickey-drexler Text version: https://stenobird.com/podcast/big-shot-6247527/the-merchant-prince-the-man-behind-the-gap-old-navy-and-j-crew-mickey-drexler.md Podcast: [Big Shot](https://stenobird.com/podcast/big-shot-6247527) Published: 2024-10-24T13:00:00+00:00 Episode link: https://podcasters.spotify.com/pod/show/big-shot-show/episodes/The-Merchant-Prince-The-Man-Behind-The-Gap--Old-Navy--and-J--Crew--Mickey-Drexler-e2pjrq0 Audio file: https://anchor.fm/s/dbe3e564/podcast/play/92974336/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2024-9-13%2F388019652-44100-2-0580fe02a0a63.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/big-shot-6247527/episodes/the-merchant-prince-the-man-behind-the-gap-old-navy-and-j-crew-mickey-drexler Duration seconds: 5114 ## Resource In today’s episode of Big Shot , we’re joined by retail legend Mickey Drexler, whose transformative leadership reshaped some of the biggest names in fashion. Over his 18-year tenure at The Gap, Mickey took the company from $400 million to $14 billion in revenue, revolutionizing casual wear and spotting a new retail opportunity that led to the creation of Old Navy. His influence extends far beyond The Gap—he also founded Madewell, served on Apple’s board for over a decade, and now works alongside his son Alex on the growing success of Alex Mill. In our conversation today, we cover: Mickey’s humble beginnings in a one-bedroom apartment in The Bronx Mickey’s heuristic for hiring and what draws him to people Mickey’s friendship with Steve Jobs and what it was like serving on each other’s boards The importance of urgency and why a bad decision is better than indecision How Mickey does market research, and his process behind both The Gap and Old Navy Mickey’s thoughts on entrepreneurship, his family, and much more! — In This Episode We Cover: (02:53) Welcome Mickey Drexler (03:29) Mickey’s childhood in the Bronx (12:40) The traits Mickey looks for in people he’s hiring (14:56) Why Mickey values kindness and treating others fairly, regardless of their status (16:40) Why the best training is doing the job (18:40) Mickey’s high standards, obsession with data, and the importance of instinct (28:39) How Steve Jobs persuaded Mickey to join Apple’s board (32:33) What Mickey admired about Steve Jobs (34:20) Why a bad decision is better than indecision (36:34) What makes a great website (39:43) Mickey’s process for helping The Gap standout (46:32) Why Mickey calls the fashion business a commodity business (47:20) How Dayton Hudson’s Target stores inspired Mickey to build Old Navy (54… ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/big-shot-6247527/episodes/the-merchant-prince-the-man-behind-the-gap-old-navy-and-j-crew-mickey-drexler/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/big-shot-6247527/the-merchant-prince-the-man-behind-the-gap-old-navy-and-j-crew-mickey-drexler.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.