The San Diego Chargers probably regret giving up on Drew Brees after just five seasons with the success he's had in New Orleans. Which is not to be taken as a slight to Philip Rivers, both are quality quarterbacks, but as of right now Drew Brees is the clear bred-winner out of the two. Drew Brees attended Purdue University from 1997 to 2000 where he broke nineteen school records including touchdown passes (90), passing yards (11,792), total offensive yards (12,693), and more. Despite his success at Purdue, Brees finished third in Heisman Trophy voting his senior year.
In the 2001 NFL Draft, Drew Brees was selected 32nd overall in the second round by the San Diego Chargers. While Brees was able to lead the Chargers to the postseason one time in 2004, but after contract disputes with the Chargers, Brees took his talents to New Orleans where he has led the Saints to seven playoff berths. The 12x Pro Bowl nominee also led the Saints to their first Super Bowl (XLIV) victory in 2009 where he was also named the Super Bowl MVP. In 2006, Brees signed a five-year contract with the New Orleans Saints and a five-year extension with the team in 2012 worth $100 million. Brees' latest contract extension with the team was in 2018, for $50 million for two years of service.