Head Coach - Drew Brees

The questions suggests that, even were Brees to go into coaching and become "great," there would not be another great head coach before Brees.

However, becoming an NFL head coach requires many skills, a coaching apprenticeship, and hours even longer than Brees has put in. For a quarterback who has achieved everything he wanted to achieve and who will walk away from the game incredibly wealthy, it is highly unlikely that Brees wants to subject himself to the hours and stress and challenges of NFL coaching.

There is a reason that so few successful NFL coaches played the game at a reasonably high level, if they played professional football at all.