Mickey Drexler

As of 2021, Drexler is the CEO of Alex Mill, a clothing brand started by his son.

On June 5, 2017, it was announced that Drexler would step aside as chief executive. He had been unable to stop a several year slide as consumer tastes changed. Drexler noted that "J.Crew raised prices and underwent expansion during years when consumers became more and more thrifty". On January 18, 2019, Drexler announced his retirement as chairman, but will remain a strategic advisor to the Office of the CEO and the board.

On May 22, 2002, however due to a sales slump and ballooning debt, plus his management style which clashed with the Fisher family, Drexler was abruptly forced to announce his retirement by Gap founder Donald Fisher. Drexler stayed on as CEO until September 26, 2002, when Paul Pressler was named as his successor. Drexler was bitter about his ouster but it was validated when sales rebounded one month after his departure.

Drexler is often credited with Gap's meteoric rise during the 1990s. Prior to his involvement, Gap had been a relatively small chain selling private and public brands. Under Drexler the company made a dramatic shift to private label brand merchandise and expanded rapidly to become an iconic part of 1990s pop culture, such as "khakis, basics and casual Fridays". Television advertisements featuring songs such as "Mellow Yellow" and "Dress You Up in My Love" showcased the relaxed American casual look that defined the Gap brand.

The J.Crew Group, an American clothing and accessories retailer based in New York City, was founded in 1983 with the launch of its catalog and expanded into brick-and-mortar retailing in 1989 with its first store at the South Street Seaport in New York City. J.Crew hired Drexler as chairman and CEO in 2003 after his abrupt departure from Gap. Applying similar strategies from Gap, Drexler sought to reposition the J.Crew brand as a truly upscale boutique. What was once a low-priced, American, dressy-casual brand became more an upscale, dressy-vintage American brand with "frills included".

In the mid-1970s, Drexler was a merchandising vice-president at Abraham & Straus in Brooklyn, New York. He has also worked at Ann Taylor, Bloomingdale's, and Macy's. He was on Apple Inc’s board of directors from 1999 until 2015.

Millard "Mickey" S. Drexler (born August 17, 1944) is an American businessman and investor, currently CEO of Alex Mill, and head of Drexler Ventures. He was formerly the CEO and chairman of J.Crew Group, as well as the CEO of Gap Inc.