Ranking the 10 Worst Contracts in MLB History

Baltimore Orioles' Chris Davis watches from the dugout during a baseball game against the Toronto Blue Jays, Wednesday, Sept. 25, 2013, in Baltimore.
(AP Photo/Patrick Semansky)
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  • Chris Davis’ seven-year deal with the Orioles is the worst MLB contract ever.
  • The Angels gave terrible contracts to Anthony Rendon and Josh Hamilton.
  • The Mets also have two contracts in the top 10.

Signing a player to a big contract can lengthen a team’s World Series odds.

Of course, that’s not the plan when the deal is offered to the player, but there’s always a risk a sizeable contract backfires. Sometimes, it’s due to injury, and other times, it’s simply due to underperformance. 

Such misjudgements can cost a franchise long term and leave a front office lacking financial flexibility. 

What Are the Worst MLB Contracts Ever?

RankPlayerTeamYearsTotal Value
1Chris DavisBaltimore Orioles7$161 million
2Josh HamiltonLos Angeles Angels5$125 million
3Anthony RendonLos Angeles Angels7$245 million
4Jacoby EllsburyNew York Yankees7$153 million
5David WrightNew York Mets8$113 million
6Stephen StrasburgWashington Nationals7$245 million
7Eric HosmerSan Diego Padres8$144 million
8Jason HeywardChicago Cubs8$184 million
9Jason BayNew York Mets4$66 million
10Pablo SandovalBoston Red Sox5$95 million

Bad MLB Contracts

The Baltimore Orioles giving Chris Davis a seven-year contract worth $161 million tops the list of the worst MLB contracts ever. 

The Los Angeles Angels have multiple entries on the list, including the free-agent deals they gave to Josh Hamilton and Anthony Rendon. Hamilton only played 240 games for the franchise, while Rendon has averaged 51 games per year across the first five seasons of his lucrative seven-year deal.  

David Wright and Stephen Strasburg saw their careers derailed by injuries. Eric Hosmer and Jason Heyward proved to be massive overpays. Heyward was part of the Chicago Cubs team, which won the World Series in 2016, but he posted an 85 OPS+ and 1.9 bWAR per 162 games. 

Hosmer was around a league-average hitter throughout his time with the San Diego Padres. San Diego quickly regretted the eight-year deal – he was traded to the Boston Red Sox and then released with the Padres still paying his salary. 

Smaller financial commitments meant Jason Bay and Pablo Sandoval slotted in at ninth and 10th, respectively. 

What Is the Single-Worst Contract in MLB History?

Chris Davis’ seven-year, $161 million contract with the Orioles is the worst contract in MLB history.

Davis signed the contract before the 2016 season. The decline was immediate, with his OPS+ dropping from 143 in 2015 to 110 in 2016. 

From 2017 to his retirement in 2021, Davis played 377 games with a 66 OPS+ and posted -5.8 bWAR. His abysmal performances played a part in the Orioles falling into a deep rebuild after losing the AL wild-card game in 2016. 

Davis, who twice led the majors in homers, endured one of the worst four-year stretches of any hitter in MLB history. 

Baltimore was a massive outsider to make the postseason in baseball playoff odds until 2023. 

What’s the Lowest MLB Contract & Minimum Salary?

The minimum MLB salary is $740,000 per year. 

This figure has gradually increased over the years and will rise to $780,000 by the 2026 season. 

With some exceptions, players usually receive around the minimum salary for their first three years in the majors. The average salary for all MLB players in 2024 was roughly $5 million.

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