Drew Bledsoe
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How quickly we forget that Bledsoe was supposed to be the franchise-saving quarterback for the New England Patriots. The no. 1 overall pick in the 1993 NFL Draft took the Patriots to Super Bowl XXX. But more famously, eventually lost his job to Tom Brady. Bledsoe played for the Buffalo Bills and Dallas Cowboys for the remaining five seasons of his career. In 2006, he was eventually replaced by Tony Romo.
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After his retirement in 2007, Bledsoe founded the Doubleback Winery along with a close friend. One of the wines on his vineyard was ranked among Wine Spectator’s Top 100 wines. He’s also spent a lot of time doing philanthropic work and being an assistant football coach at the high school his kids attend.
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