Mickey Drexler is a master of retail. He’s the former Chairman and CEO of The Gap and J Crew, served on the board at Apple for 16 years with Steve Jobs, started Old Navy, and now runs Alex Mill with his son. He's an investor and advisor for many others. We chat about infrared saunas, walking across New York, keeping a short haircut, why a Hermes saddle makes the perfect gift, growing up in The Bronx, our favorite malls in America, buying clothes and keeping them forever, what it takes for a clothing store to turn him on, how Steve Jobs got him to join the board at Apple, his favorite cars through the years, and how Chris plans to follow Mickey in his footsteps.businessoffashion.com/MDtwitter.com/donetodeathtwitter.com/themjeans--- Support this podcast: https://anchor.fm/howlonggone/support

161. – Mickey Drexler

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Writer, director and producer Kerry Mondragon’s latest film, the pscyhedelic jungle thriller <a href="https://dekanalog.com/film/wetiko-detail" target="_blank" rel="noopener">Wetiko</a>, is out now on digital. Best known for his films, Tyger Tyger (2020) and Meet Me at a Funeral (2015), Mondragon was born and raised in the ancient haunts of the Sonoran barrios and borderlands of the Mexican desert, a landscape populated by wild poets, peyote roadmen, and saintly Mexican grandmothers. He wrote poetry at an early age and corresponded with Allen Ginsberg at age 10, until Ginsberg&#8217;s death. After his biological father left, he was raised by his mother and step-father (turned-father,) they relocated to Marin County, California where he was blasted by the culture shock of a very different world. He discovered the dark shadow side of the wealthy county – a youth scene of bullying, trauma, drugs, alcohol – and was disgusted by the spiritual pretense of their culture. Bullied out of middle school and unable to adjust to high school, he lived the life of the youth underworld of one of the nation’s wealthiest towns. Throughout, he honed his artistic skills, he dropped out of college, worked at an ad agency and used that money to jump onto a crowd-funded Spike Lee feature film where he assisted the legendary director in prep and principal photography. This served as his film school. Upon returning to California and after significant life experiences, he resolved to make something pure, honest, and true – something stripped of all Hollywood illusions that was recognizable to those still lost in the pain of addiction – something to give hope to the hopeless. (Photo by Federico La Tona © Uninflected Pictures.)
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161. – Mickey Drexler

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