With nine Super Bowl appearances and six rings, Tom Brady is the most decorated quarterback of all-time and arguably the greatest quarterback of all-time. The funny thing is, Brady has renegotiated multiple contracts in order to attract other big-name stars to join him in New England. And at the age of 42-years-old, Brady doesn't show any signs of slowing down. Tom Brady attended the University of Michigan from 1995 to 1999 where he didn't get his first start until his junior year. As a starter, Brady led the Wolverines to a 20-5 record and victories in the 1999 Citrus Bowl and 2000 Orange Bowl.
The greatest quarterback of all-time was drafted 199th overall in the sixth round of the 2000 NFL Draft by the New England Patriots. Brady didn't get any real playing time his rookie season but was named the starter in 2001 after an injury to then-starter, Drew Bledsoe. Since then, Brady has become the only quarterback to reach 200 wins and a 14x Pro Bowler. In 2005, Brady signed a four-year contract extension worth $48 million. In 2010, Brady signed an additional four-year extension worth $72 million. Since then, Brady has signed an additional three extensions worth over $121 million with the Patriots for his twenty years' worth of service.