Red Auerbach vs. Phil Jackson
No head coach in NBA history, or any professional sport for that matter, has more championship rings than the 11 owned by Phil Jackson. But Jackson’s drive to win his last two were fueled just as much by wanting to cement his place in history as it was wanting to silence legendary Boston Celtics head coach and team executive Red Auerbach. Auerbach was very vocal in saying that Jackson shouldn’t be held in the same regard as him, because Auerbach won eight titles in a row, and didn’t have the luxury of coaching Michael Jordan and/or Shaquille O’Neal. Of course, Jackson got to 11 rings, so you could say he ended up putting the ending punctuation on that conversation.