The Portland Trail Blazers made the biggest trade of the current millennium last September when they moved perennial All-Star Damian Lillard to the Milwaukee Bucks for Deandre Ayton, Jrue Holiday, Toumani Camara, and a host of future draft picks and pick swaps. For 11 seasons, Lillard had been the face of the franchise. He was the team’s leading scorer all-time, considered by many the best player to ever wear the uniform. All things being equal, the Blazers probably would have preferred to keep their superstar guard. Lillard’s age and Portland’s lack of success conspired to force the move.