Peyton Manning is head, shoulders and helmet above everybody else in the history of the league, when it comes to money, and he's obviously one of the top quarterbacks of all-time, with bafflingly high numbers. He's got 17 seasons under his belt and earned the adoration of Indianapolis Colts and Denvers Broncos fans alike, while raking in staggering contracts at every opportunity. Manning's first six-year deal was worth up to $47.7 million, before being moved onto a seven-year $99.2 million deal, then five years on $90 million to stay in Indy, though he left a year later due to injury and mounting costs. He signed for five years with the Broncos on a potential $96 million deal, and with two years left to run, his fortune could run up to a blistering $267.7 million, a total that will not be matched anytime soon.