Unfounded speculation to follow below
Belichick is noted for his disciplinary approach, he who is most-prepared plays, etc. But he also coached Lawrence Taylor, and recognized that his on-the-field talent and smarts outweighed his off-the-field habits. There is a famous story floating around about LT falling asleep during a defensive meeting. Belichick gets angry, wakes him up, and tries to embarrass him by having him break down their defensive scheme that week in front of the entire defense. LT did it without missing a beat, and reportedly Belichick never woke him up again.
Obviously Brady's and Taylor's piccadillos are very different -- Brady's is Guererro/TB12/Kraft relationship, Taylors were far more illicit -- but could Belichick have accepted that Tom's talent brings with it these headaches?
Belichick is noted for his disciplinary approach, he who is most-prepared plays, etc. But he also coached Lawrence Taylor, and recognized that his on-the-field talent and smarts outweighed his off-the-field habits. There is a famous story floating around about LT falling asleep during a defensive meeting. Belichick gets angry, wakes him up, and tries to embarrass him by having him break down their defensive scheme that week in front of the entire defense. LT did it without missing a beat, and reportedly Belichick never woke him up again.
Obviously Brady's and Taylor's piccadillos are very different -- Brady's is Guererro/TB12/Kraft relationship, Taylors were far more illicit -- but could Belichick have accepted that Tom's talent brings with it these headaches?