1. Air Jordan "Jumpman" 

Year created: 1988

You could free-hand this design in your sleep. The silhouette of Mike taking flight ended up on all Jordan branded products and in '88 when it appeared on the Jordan IIIs for the first time, it may have been what kept Michael with Nike. Eventually MJ took The Swoosh completely out of his line of sneakers. Yeezy may have claimed he jumped over the Jumpman but even Kanye's pop culture status can't trump the Jumpman logo.