Top 50 Sports Contracts For 2019

5. Manny Machado – San Diego Padres, Major League Baseball:

Former Oriole and Los Angeles Dodger Machado signed for 10 years and $300,000,000 with San Diego before this year began. The contract pays him $30,000,000 per year and $185,185.19 per game. It was the biggest free-agent contract in baseball history until another name on this list signed a bigger deal two weeks later.

Like Nolan Arenado earlier on this list, the jury is still out on if the deal was worth it.

4. Giancarlo Stanton – Miami Marlins, Major League Baseball:

The Marlins thought it wise to sign Stanton to a 13-years, $325,000,000 million deal in November 2014, the largest total contract in team sports history at the time. It averaged $25,000,000 a season and $154,320.99 a game.

He hit .281 with 59 home runs and 132 RBI in 2017, winning the MVP award for the National League. But the Marlins traded him to New York after the season, making him only the second player in Major League history to be traded after a 50-home run year. It’s fair to wonder why Miami lavished such a long, expensive contract on Stanton only to trade him after he had his best statistical output of all-time.

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.

2. Canelo Álvarez – Boxing (DAZN):

Star boxer Álvarez signed with streaming service DAZN for 5 years and 11 fights for a total of $365,000,000 in November 2018. The deal averages $73,000,000 a year and $33,181,818.18 per fight. The deal would replace his previous contract with HBO.

With Álvarez one of the biggest stars in boxing, this deal is worth it even if it absolutely huge. DAZN made big waves in the sports world with the signing.

1. Mike Trout – Los Angeles Angels, Major League Baseball:

Finally, we’ve reached the richest overall sports contract on our list. Superstar Trout re-signed with the Angels for 12 years and $426,500,000 in March 2019. The signing topped Bryce Harper’s deal as the biggest in the history of baseball and North American team sports. The extension pays Trout $35,541,666 a year and $219,393 a game.

Largely touted as the No. 1 player in baseball, the Angels had no other move to make here. Trout is a two-time American League MVP. He rewarded the Angels for signing him to such a huge extension by becoming the AL Player of the Week for the fourth time this April.