26 (tie). Félix Hernández – Seattle Mariners, Major League Baseball:
Hernandez signed with the Mariners for 7 years and $175,000,000 in February 2013, voiding the last years of his previous deal. The contract averaged $25,000,000 a season and $154,320.99 a game.
“King Felix” broke the record for the biggest pitching contract in baseball history. Justin Verlander broke it one month later. It’s debatable as to how good this deal is after time has passed. He was one of the more dominant pitchers in baseball for quite a while, yet injuries have plagued him for the past few years.