Drexler helped to transform The Gap from a “me-too” retailer of Levi’s and private label jeans into a fashion icon. He simplified the brand’s product line and invested heavily in provocative advertising which made The Gap a recognizable worldwide brand. During the nineties, Gap clothing became the hallmark of casual attire. Drexler also oversaw the expansion of Old Navy and Banana Republic stores during their major growth spurts in the mid-nineties.