3. Bryce Harper – Philadelphia Phillies, Major League Baseball:
Harper signed with the Phillies for 13 years and $330,000,000 in 2019. The contract was the biggest in the history of baseball and North American team sports at the time. The deal pays Harper $25,384,615 a season and $156,695.16 per game.
As is the case with two of the huge new deals of Manny Machado and Nolan Arenado, we’re not sure just how worth it this record deal is just yet. But Harper is a six-time All-Star and was the 2015 NL MVP. The Phillies were ready to spend big money, so there wasn’t a more high-profile name to pick up outside of Harper.