21. Danny Ferry
Danny Ferry is mostly known for time spent with the Cleveland Cavaliers, getting drafted No. 2 overall in 1989 and signing a 10-year deal. Contracts like that are never seen anymore, which may not be a bad thing, as Ferry never broke out like a team would hope from a No. 2 pick. He fulfilled the 10-year deal, but took six years to become a full-time starter and never averaged more than 13.3 points per game.
After the 1999-00 season, the Cavs let Ferry go. On a team that already had dynamic shooter, Steve Kerr, the San Antonio Spurs picked up the 10-year pro be a part-time starter and scorer off the bench.
For the first two seasons, Ferry shot 43 and 44 percent shooting from beyond the arc, respectively. It came in a decent bench role, until he saw those minutes cut from 16 in 2001-02 to 9 in 2002-03. However, it resulted in the lone NBA championship of his career and a subsequent retirement, which Kerr, as noted, did too.
Over the past 12 years, fans mostly know Ferry as a NBA executive. He led the Cavaliers, as their general manager, to the 2007 NBA championship. He then went to the Spurs for a second stint as an executive, before becoming the Atlanta Hawks’ President of Basketball Operations and General Manager for three seasons.
Ferry may have spent more of his on and off-court career in Cleveland, but found his earliest success in San Antonio. He got to learn from some of the best minds in the game, on the court and off it.