Biggest Contracts in MLB History

Biggest free agent and team extension contracts in history in order

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Last updated: April 4, 2023

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First submitted	February 22, 2023
Times taken	20
Average score	84.0%
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Team	Amount	Years	Year Signed	Player
Angles	$426 Million	12	2019	Mike Trout
Dodgers	$365 Million	12	2020	Mookie Betts
Yankees	$360 Million	9	2022	Aaron Judge
Padres	$350 Million	11	2023	Manny Machado
Mets	$341 Million	10	2021	Francisco Lindor
Padres	$340 Million	14	2021	Fernando Tatis Jr.
Phillies	$330 Million	13	2019	Bryce Harper
Rangers	$325 Million	10	2021	Corey Seager
Marlins	$325 Million	13	2014	Giancarlo Stanton
Yankees	$324 Million	9	2019	Gerrit Cole
Red Sox	$313.5 Million	10	2023	Rafael Devers
Phillies	$300 Million	11	2022	Trea Turner
Padres	$280 Million	11	2022	Xander Bogaerts

Team	Amount	Years	Year Signed	Player
Yankees	$275 Million	10	2007	Alex Rodriguez
Rockies	$260 Million	8	2019	Nolan Arenado
Rangers	$252 Million	10	2000	Alex Rodriguez
Tigers	$248 Million	8	2014	MIguel Cabrera
Nationals	$245 Million	7	2019	Stephen Strasburg
Angels	$245 Million	7	2019	Anthony Rendon
Angels	$240 Million	10	2011	Albert Pujols
Mariners	$240 Million	10	2013	Robinson Cano
Reds	$225 Million	10	2014	Joey Votto
Red Sox	$217 Million	7	2016	David Price
Dodgers	$215 Million	7	2014	Clayton Kershaw
Tigers	$214 Million	9	2012	Prince Fielder