6. Alex Rodriguez – New York Yankees, Major League Baseball:
‘A-Rod’s’ second appearance on this list with his controversial contract with the Yankees. Initially, he and agent Scott Boras said he would not re-sign with New York because he “was unsure of the future composition” of the team. However, relief pitcher Mariano Rivera convinced A-Rod to stay. He signed for 10 years and $275,000,000, averaging $27,500,000 a season and $169,753.09 a game. The deal was laden with incentives based on home run-hitting milestones.
Rodriguez was later involved in the Biogenesis of America performance-enhancing drug scandal in 2009. In January 2014, he admitted to the EA he had used PEDs. He was suspended for the entire 2014 season as a result. The league suspended Rodriguez for the “use and possession of numerous forms of prohibited performance-enhancing substances, including Testosterone and human Growth Hormone (hGH), over the course of multiple years” and “attempting to cover-up his violations of the Program by engaging in a course of conduct intended to obstruct and frustrate the Office of the Commissioner’s investigation.” It’s hard to say his contract was worth it based on that.