Though he’ll forever be seen as the “Robin” to Michael Jordan’s “Batman,” Scottie Pippen was one of the greatest wing players in the history of the NBA, and arguably one of the greatest one-on-one defenders in the history of the game. Former head coach Phil Jackson once called Pippen a “one-man wrecking crew,” for his ability to guard virtually anyone on the floor. Pippen was also the quintessential “winner,” having made the postseason sixteen straight times during his 17-year NBA career. After a failed comeback attempt in the late 2000’s, Pippen joined the Bulls as a team ambassador. More recently, Pippen was occasionally mentioned on the hit show “Keeping Up With Kardashians,” as he was dating model Sonya Roby.