Tom Brady went (and won) his first Super Bowl in his second season as an NFL quarterback in the 2001-02 season. Brady led the Patriots to a Super Bowl 36 upset victory over Kurt Warner and the St. Louis Rams (Brady was named MVP)
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He last won it in 2004-05 in Super Bowl 39 against the Eagles. He has had 2 opportunities since in Super Bowls 42 and 46 but has lost both times to the Giants
Tom Brady won his first Super Bowl against the Rams in the 2001-02 season (Super Bowl 36)