Does he have to get that 4th superbowl? Joe Montana 4 Terry Bradshaw 4 Troy Aikmen 3 Tom Brady 3 These are the other guys with multiple superbowls (3 or more). I honestly don't think Bradshaw is in the deabte based on true skill and talent but Montana and Aikmen were pretty darn good. Right now, should Joe Montana be considered the best? He's never lost a superbowl nor has he thrown an interception in a superbowl. Brady will no doubt be a 1st ballot HOF but knowing Brady, he wants this last ring to solidify the position as "the best". Brady has been so close the last 2 trips and I know it pains us all that he could have 5 and would easily be considered the best with 5 rings. Does he need that 4th ring to be considered the best, or in his role model's class, Joe Montana? We all understand that his window is closing and I give him 3 years max. Thoughts?