Scottie Pippen

Scottie Pippen was the most versatile perimeter defender of his era and the perfect complement to the greatest player who ever lived. His six championships alongside Michael Jordan often obscure the fact that Pippen was himself a transcendent talent — a 6'8" point forward who could guard all five positions, initiate the offense, finish in transition, and make every teammate around him better.

When Jordan retired in 1993, Pippen led the Bulls to 55 wins and a third-place MVP finish, proving he was far more than a sidekick. His 1993-94 season showed the basketball world what many already knew: Pippen was a top-five player in the league in his own right. His ball-handling for his size was revolutionary, his court vision was elite, and his defensive versatility set the template for the modern switchable wing.

Pippen's impact on the Bulls dynasty cannot be overstated. He was the defensive anchor, the secondary playmaker, and the emotional leader of a team that won six titles in eight years. His ability to guard the opponent's best player — regardless of position — while simultaneously running the triangle offense made him the prototype for the modern two-way forward. Eight All-Defensive First Team selections and ten All-NBA selections tell the story of a player who did everything.