How quickly we forget that Drew Bledsoe was supposed to be the franchise-saving quarterback for the New England Patriots. The #1 overall pick in the 1993 NFL Draft took the Patriots to Super Bowl Super Bowl XXXI, but more famously, eventually lost his job to perhaps the greatest quarterback of all time in 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 another exciting young quarterback in Tony Romo.
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.