Jerry Krause, Chicago Bulls
The feud between Jordan and the Bulls general manager began after Jordan broke his foot during his second year. Krause urged Jordan to sit out the rest of the season so the Bulls could get a higher pick. The competition in Jordan was never going to let that happen.
The two would continue to fall out of draft decisions and personnel moves like trading Jordan’s friend Charles Oakley. Jordan’s decision to retire when he did directly related to Krause’s decision to replace Phil Jackson with Tim Floyd after the ’98 Finals. “One thing is for sure, money won’t keep me in the game”, Jordan said in 1999, which was seen as a direct shot at Krause’s decision making.