Entertainment Sports The 10 Most Lucrative Contracts in Sports History NFL star Patrick Mahomes broke a new record with his nearly half-a-billion-dollar deal. See which other sought-after athletes topped the list By Diane J. Cho Diane J. Cho Diane J. Cho was the Features Editor of PEOPLE Digital from 2019 to 2022. She worked at the brand for nearly four years covering news, features, human interest, evergreen, holiday gift guides and more. She launched the How I Parent and What It's Really Like to Be …. digital series and has interviewed several celebrities and influential leaders within the entertainment industry. Prior to joining PEOPLE, Diane worked at Bustle, VH1 and Complex. She received her bachelor's degree in Journalism from Rutgers University and her master's degree from Columbia Journalism School. People Editorial Guidelines Published on July 8, 2020 06:16 PM Share Tweet Pin Email Trending Videos 01 of 10 Patrick Mahomes: $450 Million Patrick Mahomes. Andy Lyons/Getty The Kansas City Chiefs signed their star quarterback to a 10-year contract extension, which ties Mahomes to the team through the 2031 season. Per ESPN's Adam Schefter, the deal is worth $450 million over a 10-year period. The extension includes a $140 million injury guarantee, as well as a no-trade clause. In an Instagram post, Mahomes' agent, Chris Cabott, praised the historic contract, writing, "First half billion dollar player in sports history. Largest contract in sports history. First time NFL player has been the highest paid player in sports history." 02 of 10 Mike Trout: $430 Million Mike Trout. Masterpress/Getty The Los Angeles Angels outfielder scored a 12-year deal that was worth more than $430 million in 2019, which at the time was record-breaking, according to ESPN. The juicy contract meant a cool $36 million a year for the two-time American League MVP award winner. 03 of 10 Canelo Álvarez: $365 Million Canelo Álvarez. Al Bello/Getty The boxer agreed to a five-year, 11-fight deal to the tune of $365 million with streaming service DAZN in 2018, according to The Guardian. Fans from the U.S. and Mexico can stream Álvarez's fights for $9.99 a month, and as part of the deal, the star athlete could earn even more money if he brings in a certain number of new subscribers to the service while under the five-year contract. 04 of 10 Bryce Harper: $330 Million Bryce Harper. Rich Schultz/Getty In 2019, the outfielder struck a deal with the Philadelphia Phillies that granted him a $330 million, 13-year contract, according to the AP. Harper got a $20 million signing bonus and a full no-trade provision in his then record-breaking deal. 05 of 10 Giancarlo Stanton: $325 Million Giancarlo Stanton. Jim McIsaac/Getty The outfielder was traded from the Miami Marlins to the New York Yankees in 2017 in a mega deal that landed him $325 million, a full no-trade clause and an opt-out after the 2020 season, which gives him the option to become a free agent, according to CBS Sports. 06 of 10 Gerrit Cole: $324 Million Gerrit Cole. Mark Brown/Getty The New York Yankees nabbed the then free agent pitcher in 2019 with a nine-year deal valued at $324 million, according to CNBC. Cole's historic contract made him the highest-paid pitcher in the history of baseball. 07 of 10 Manny Machado: $300 Million Manny Machado. The sports world was buzzing after the San Diego Padres were able to lock down Machado for a 10-year, $300 million deal in 2019. The White Sox, Phillies and Yankees were among the teams vying for the third baseman's attention, but in the end, Machado signed with San Diego in what was then the biggest free-agent contract in history, according to Sports Illustrated. 08 of 10 Nolan Arenado: $260 Million Nolan Arenado. Daniel Shirey/Getty The Colorado Rockies welcomed their third baseman with an eight-year contract worth $260 million in 2019, according to ESPN. The sweet deal included a full no-trade clause and an opt-out after Arenado's 2021 season. 09 of 10 Miguel Cabrera: $248 Million Miguel Cabrera. Nuccio DiNuzzo/Getty The first baseman re-signed with the Detroit Tigers for $248 million, as part of an eight-year contract extension, on top of the $44 million he was still owed for his 2014–2015 deal with the team, according to Forbes. The extension became a hot topic when Cabrera later succumbed to injuries, hindering his performance. "I don't know why people get mad at us,'' Cabrera told USA TODAY in 2019. "They don't like it when we get money. Why weren't people mad the first five years when I wasn't getting paid?" "People can say I'm not worth this contract," he added. "They can say whatever they want, really. But they're not going to hurt my feelings." 10 of 10 Anthony Rendon: $245 Million Anthony Rendon. Masterpress/Getty The third baseman agreed to a seven-year, $245 million contract with the Los Angeles Angels in 2019, which included a full no-trade clause, according to ESPN. Prior to his heaven-sent deal with the Angels, Rendon spent most of his MLB career with the Washington Nationals.