10. Jason Kidd

Brand move: Nike to PEAK 

Jason Kidd was killin' it in Cali rocking Nike Maestros and his transition into the league went smooth with The Swoosh offering him a shot to be one of the primary faces of Nike Basketball. The bug-eye Zoom Flight 95s became an instant classic, but it was his Zoom Flight Fives that helped carry his sneaker legacy (he still rocks them on the court 15 years later). In 2008 Kidd left Nike (he was actually wearing Jordan at the time) to sign with PEAK shortly after taking gold in Beijing. It's hard to argue that the move was anything other than money-oriented since the Chinese brand was throwing millions (and signature shoes) at NBA players at the time. He did win a title rocking PEAK but unfortunately no one was paying much attention to them in the States and Kidd returned back where he started—rocking his Zoom Flight Fives.