Year: 1991-1992
Sneaker: Nike Air Flight Lite, Nike Air Flight Huarache
Key Stats: 21.0 ppg, 7.0 apg, 7.7 rpg, 1.9 spg

Scottie may always be thought of as MJ's wingman but statistically, that's a hard sell. Pippen's best years are thought to be when MJ was away but truth is, 21 points, 7 assists and nearly 8 boards per game during the 1991-'92 season are MVP-like numbers. While everyone was thinking 'It's gotta be the shoes,' Scottie was out proving the Nike Air Flight Lite and the Nike Air Huarache Basketball were just as good as Js.