Pessimistic Pete
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Despite what he says about wanting to play into his 40s, I could see him retiring in the next two years. He has everything anyone could ever want. Why would he continue to put his life on the line just to experience heartbreak after heartbreak? Why should he continue to put his life on the line when our coach and owner refuse to spend money and constantly in the bottom half of team payrolls? If this team spent money on someone like Julius Peppers this offseason, Patriots would probably be playing for a chance at the Super Bowl next weekend.
IMO Brady will retire at the age of 36 in 2014 or maybe even at 35 in 2013
The man has a wife,2 kids,a modeling career and other companies ready to pay him handsomely for endorsements and he does not need the money or the abuse by then.
His window to win another title is 3 years or less IMO
Belichick may be around about the same time frame...maybe a little longer but by 2015 I would be shocked if both were still here
For those wondering, here's all the QBs who have won a Super Bowl at 34+. Obviously some were a lot more important to their team than others.
34
Brad Johnson (2003)
Len Sawson (1970)
Bart Starr (1968)
35
Roger Staubach (1978)
36
Jim Plunkett (1984)
37
John Elway (1998)
Johnny Unitas (1971)
38
John Elway (1999)
Most SB QBs fall within the 26-33 age range.
You forgot Phil Simms was 36 when he won his second although he missed most of the season due to injuries and then played in the Super Bowl.
Don't forget some notable Super Bowl losing QB ages when they lost the Super Bowl (in other words, one game from the ultimate goal):
Rich Gannon - 37 (and he was league MVP)
Kurt Warner - 37
Roger Staubach - 36 (you listed the last time he won, but he lost one a year later. Was about a week away from turning 37 when the Cowboys lost to the Steelers in the Super Bowl)
Fran Tarkenton - 36