When Juan Soto agreed to a 15-year, $765 million deal with the Mets, it set a new standard for the longest pact in MLB history.
There have now been 29 MLB contracts totaling 10 years or longer, the latest being the 14-year, $500 million extension Vladimir Guerrero Jr. reached with the Blue Jays early in the 2025 campaign.
Here's a look at every deal of 10-plus years in MLB history.
Juan Soto, OF, Mets: 15 years, $765 million (2025-39)
Shortly after reaching free agency following the 2024 season, it was clear that Soto was going to shatter records with a free-agent contract. After helping lead the Yankees to the World Series and finishing third in AL MVP voting in his lone year in the Bronx, Soto landed the largest contract in MLB history, both in terms of years and total dollars. Just 26 years old at the time of the deal, Soto owned a career .285/.421/.532 line with 201 home runs. Soto's contract was earth-shattering not just from the sheer years and dollars of the deal but also from the perspective of him switching from one New York team to the other.
Vladimir Guerrero Jr., 1B, Blue Jays: 14 years, $500 million (2026-39)
Guerrero seemed bound for the open market when eligible following the 2025 season, especially after his self-imposed deadline came and went without a new deal. At that point, Guerrero announced that the Blue Jays would “have to compete with 29 more teams” in order to re-sign him. Things didn’t quite play out that way: The two sides hammered out a historic extension to keep Guerrero in Toronto until 2039. A year after one of his best seasons -- he slashed .323/.396/.544 with a 167 OPS+ in 2024 -- Guerrero cashed in, inking the largest contract in Blue Jays franchise history as well as the largest extension in MLB history.
Fernando Tatis Jr., SS, Padres: 14 years, $340 million (2021-34)
Tatis wasn't set to become a free agent until after the 2024 season and wasn't even eligible for arbitration at just 22 years of age, but San Diego clearly saw that it needed to ensure that he stayed a Padre for more than a decade to come. His extension, agreed upon as pitchers and catchers reported to Spring Training, kicked in immediately for 2021 and reportedly contains a no-trade clause -- another signal that he's not going anywhere. The Dominican native placed fourth in the 2020 National League MVP Award vote and had already racked up 39 career homers when he agreed to the extension, the most by any primary shortstop within his first 150 career games.
Julio Rodríguez , CF, Mariners: 13 years, $210 million (2023-35)
The Mariners and J-Rod finalized a massive extension that guaranteed the rookie star at least 13 years and $210 million, but with a club option, could max out at 18 years and $470 million. The base salary of Rodríguez's deal is $120 million over eight years, after which the club can exercise an option of either eight or 10 years that would push the total value to between $320 million and $470 million, depending on where he finishes in MVP voting during the first eight years. If Seattle was to decline its club option after the first eight-year term, Rodríguez would have a player option for five years and $90 million.
Bryce Harper, OF, Phillies: 13 years, $330 million (2019-31)
At the time it was signed, Harper’s contract was tied for the longest in MLB history and set records for the most money and years given to any free agent in North American professional sports history. Harper's deal shattered Phillies records for free-agent contracts -- the team’s prior longest FA deal was six years (Jim Thome), and the highest total value they’d given a free agent was $120 million (Cliff Lee). He won an NL MVP Award (his second) in his third year with the Phillies and helped the team reach the World Series in 2022.
Giancarlo Stanton, OF, Marlins: 13 years, $325 million (2015-27)
Stanton’s extension set a record for longest contract in MLB history, and at the time represented the largest total value as well, but he was not a free agent at the time. He played three seasons with the Marlins during the deal before being traded to the Yankees in December 2017 after winning the NL MVP Award.
Yoshinobu Yamamoto, RHP, Dodgers: 12 years, $325 million (2024-35)
The Dodgers spared no expense in the 2023-24 offseason. Less than two weeks after inking Shohei Ohtani to the richest deal in MLB history -- more on that below -- the Dodgers handed Yamamoto the longest and most lucrative contract for any pitcher. Why did a hurler who has never proven himself at the Major League level demand such a high price? Because Yamamoto, at just 25 years old, was already a three-time winner of the Sawamura Award (Nippon Professional Baseball's equivalent to the Cy Young Award) and led NPB's Pacific League in wins, ERA and strikeouts in each of the previous three seasons. He went 49-16 with a 1.44 ERA and tallied 580 strikeouts during that span.
Mookie Betts, OF, Dodgers: 12 years, $365 million (2021-32)
The Red Sox traded Betts and southpaw David Price to the Dodgers in a blockbuster deal following the 2019 season, in large part because many expected Betts to test the free-agent market following the 2020 campaign. But Los Angeles’ front office was able to hammer out a massive extension right as the shortened 2020 season began, adding on to the record one-year, $27 million contract that Betts and the Red Sox agreed to in January of 2020 in order to avoid arbitration. The addition paid immediate dividends for the Dodgers. Betts was instrumental in leading Los Angeles to the 2020 World Series championship -- the franchise's first since 1988. He helped the team win another title in 2024.
Mike Trout, OF, Angels: 12 years, $426.5 million (2019-30)
The Angels tacked 10 years and $360 million onto the two years and $66.5 million Trout still had remaining on his previous contract, resulting in what was the largest deal in North American professional sports at the time it was signed. Trout immediately followed that up with his third career AL MVP Award in 2019.
Bobby Witt Jr., SS, Royals: 11 years, $288.7 million (2024-34)
Manny Machado, 3B, Padres: 11 years, $350 million (2023-33)
Xander Bogaerts, SS, Padres: 11 years, $280 million (2023-33)
Trea Turner, SS, Phillies: 11 years, $300 million (2023-33)
Wander Franco, SS, Rays: 11 years, $182 million (2022-32)
Will Smith, C, Dodgers: 10 years, $140 million (2025-34)
Shohei Ohtani, RHP/DH, Dodgers: 10 years, $700 million (2024-33)
Rafael Devers, 3B, Red Sox: 10 years, $313.5 million (2024-33)
Francisco Lindor, SS, Mets: 10 years, $341 million (2022-31)
Corey Seager, SS, Rangers: 10 years, $325 million (2022-31)
Manny Machado, 3B, Padres: 10 years, $300 million (2019-28)
Robinson Canó, 2B, Mariners: 10 years, $228.26 million (2014-23)
Joey Votto, 1B, Reds: 10 years, $225 million (2014-23)
Albert Pujols, 1B, Angels: 10 years, $240 million (2012-21)
Alex Rodriguez, 3B, Yankees: 10 years, $275 million (2008-17)
Derek Jeter, SS, Yankees: 10 years, $189 million (2001-10)
Alex Rodriguez, SS, Rangers: 10 years, $252 million (2001-10)
Dave Winfield, OF, Yankees: 10 years, $23 million (1981-90)
Richie Zisk, OF, Rangers: 10 years, $2.75 million (1978-1987)
Wayne Garland, RHP, Guardians: 10 years, $2.3 million (1977-1986)