22. Nike Air Maestro

Year: 1996

Player: Tim Hardaway

Complex says: The Maestros that Hardaway rocked in '96 aren't remembered like the OGs Pippen rocked in the All-Star Game a few years earlier but still ill. The mid-top cut and black and white colorway was a staple from Nike in the mid-90s worn by PGs including T-Bug and Damon Stoudamire.