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Heading up a startup, as opposed to a large corporation, has its pros and cons, said Mickey Drexler. The one-time CEO and chairman of J.Crew Group and CEO of Gap Inc. is now executive chairman of Alex Mill. The fashion brand was founded in 2012 by his son, Alex Drexler. "When I started Old Navy, I had the bank of Gap to fund it… Then I started Madewell, and [it was] the same thing: I had the bank of J.Crew,” Mickey Drexler said on the latest Glossy Podcast. “But with this business, there are no big banks."