7. Andre Agassi 

Brand move: Nike to adidas 

In the 1990s, Andre Agassi had as many classic sneakers as anyone else on Team Swoosh—the Air Tech Challenge II will forever look dope on foot. No other athlete is more identified with Nike other than Michael Jordan, but in 2005 Agassi made the jump to adidas at the age of 35 due to issues with support for his foundation. Even with his career nearing the end (and his signature mullet and acidwash long gone), Agassi's switch to the Three Stripes was a shocker.