[5] He studied at the Bronx High School of Science,[6] City College of New York, and University at Buffalo.
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".
[11] 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.
[17] 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.
[18] Drexler has made a guest appearance in an episode of the AMC drama Breaking Bad called Confessions, in which he plays a car wash customer.