Year: 1995-1996
Sneaker: Nike Air Penny, Nike Air Jordan IX
Key Stats: 21.7 ppg, 7.1 apg, 4.3 rpg, 2.0 spg,

Penny Hardaway's first signature, the Nike Air Max Penny, is arguably his best. Statistically, it's also the year he put up the best numbers and led Orlando to a franchise-high 57 wins. Coincidence? Then there was that one game when he broke out his Air Jordan IX PEs.