41. Miguel Cabrera – Detroit Tigers, Major League Baseball:
Former MVP and Triple Crown Winner Cabrera signed an eight-year, $152,300,000 extension with Detroit in March 2008. The contract averaged $19,037,500 per season and $117,515.43 per game. At the time, it was the fourth-largest agreement in baseball history.
Cabrera won the Triple Crown in 2012 and the American League’s Most Valuable Player Award from 2012-2013. He has been hindered by injury the past two years, yet his track record proves his massive signing was by far a worthy one for the Tigers.