Or does he have to win more championships regardless of the numbers? If so, how many does he have to win in order to be legitimately in this discussion?
I don't actually think it's fair to judge athletes solely on championship rings won but I do understand it.
Right now, Montana and Brady are considered the creme de la creme with Peyton Manning knocking on the door of that. In fact, had the Colts won this past Super Bowl, I think many were already trying to crown him as the best QB of all time.
If Brees wins 2-4 more Super Bowl Championships, I don't think that there is any question that he would be in the Montana/Brady discussion but in your opinion what exactly would he have to do to be legitimately in that discussion?