When Chan Ho Park became a free agent after the 2001 season, the Texas Rangers jumped on the opportunity to sign him. He’s supposed to earn $24 million a year through 2020, according to CNN. He's 34 and threw a scant 16 innings last season after coming back from Tommy John surgery. A brief stint of success can warrant a contract exceeding more than half a decade in time and more money than average people can think to do with in three lifetimes. He's also one of the most affable, unassuming players in the game. "New York converted Ellsbury's $153 million, seven-year contract to non-guaranteed, contending he violated the deal by getting unauthorized medical treatment, then released the 36-year-old outfielder on Nov. 20. At this point, he's 40 years old and coming off a season in which he hit .244 with a .305 on-base percentage. This was something the Phillies didn't take into consideration when they signed closer Jonathan Papelbon to a 4-year $50 million contract. It's usually after a stretch of stellar performance when teams will break out the checkbook and sign a player to a big contract. Success only went up the following season. Biggest Deferred Payment Contracts in MLB History Matt Holliday. No other team would ever take him, even if the O's ate most of his salary. The surgery ended his season that year and he only managed 30 games the following season before being traded to the Braves. Deferred contracts don’t count. Meanwhile, the Miami Marlins will still pay the vast majority of the $22 million remaining on Chen's deal for 2020. 1B Prince Fielder, Texas Rangers: seven years, $168 million ($30 million paid … It was puzzling when outfielder Jason Bay left a hitter friendly ballpark in Boston to come to Citi Field to play for the Mets. - Page 5 Major League Baseball teams have more than a few, as Major league teams often bite off more than they can chew when they sign a player to a long term contract. #9. Pavano's time with the Yankees can be classified as non-existent. Hampton finished out the contract in Atlanta. With three MVP awards in his trophy case, Albert Pujols is a lock to earn a bust in Cooperstown. Tony Gutierrez/Associated Press. But if he registers even one day on the active roster, that figure would rise to $11 million, and if he makes at least 650 plate appearances, it would go up to $20 million. After the 2008 season, he went on to win 17 more games for the Red Sox and his ERA rose to above 5.50. After the 2009 season, the slugger's batting average fell. A list of the worst contracts in baseball inherently requires some projection and subjectivity. He spent the majority of the year on the disabled list battling injuries. Hamilton would be in the same lineup with future Hall of Famer Albert Pujols and rookie sensation Mike Trout. Cueto was an All-Star and finished sixth in National League Cy Young voting in 2016, his first year with San Francisco. The first two years of the deal were … Wilpon agreed to the deal because in 1999 instead of paying Bonilla, he had invested a large sum of the organization's money with Bernie Madoff, who ended up running a massive ponzi scheme. ), baseball's 10 worst contracts: 10. Despite this he is still getting paid and despite not playing since 2016 he will be collecting $9 million dollars from the Rangers in 2020. Then there are the grossly overpaid veterans whose contracts are debilitating drags on their respective clubs, including some potential future Hall of Famers. Los Angeles is now paying him for what he once was. The 15 Worst Contracts 15. I feel like the arm is a baby" after reporting to camp. Jason Bay After a […] The Fish are pinching pennies and trying to swim out of the bottom of the National League East, and Chen posted a 6.59 ERA in 68.1 innings for them last season. In 2004, Brown performed poorly in the playoffs, as the Boston Red Sox hit him hard and ending up beating the Yankees to advance to the World Series. Teams believe wh. In the four years with the organization, Pavano won only nine games and held an ERA well over 4.00. League: MLB. But his days as an elite offensive catcher are coming to an end. You can never have enough pitching. And now, with apologies to many, many other deserving omissions (we mean you, Kevin Brown! Dollars and years: $15 million over 10 years. In 2012, the Mets and Bay agreed to part ways, paying his contract off over time. It's strange to think that Bobby Bonilla would be on this list. Pavano missed the entire 2006 season and a majority of the 2007 season after opting into getting Tommy John Surgery. In 2015, the Dodgers had enough and traded him to the division rival San Diego Padres. The Reds signed Ken Griffey Jr. to a $116.5 million contract in February 2000, but more than half of that is still being paid by the team and will continue to be so until Griffey is in his 50s. Buster Posey has won a National League Rookie of the Year Award, an NL MVP and a batting title, and he owns three World Series rings. As we wonder why so many players in MLB free agency have yet to sign, all we have to do is look at some of the biggest contracts currently in the league. The following season he appeared in 112 games, but hit only 12 home runs and 57 RBIs, falling way short of expectations. That being said, the Yankees have more money than they know what to do with and he still played well for a decent part of the contract as he posted 22.7 fWAR after signing the record-breaking deal. It was in fact the mistake of Mets team ownership which has forced them to pay the outfielder $1.19 million a year through 2035. In 2015, when the Phillies were on pace to lose more than 100 games, he was traded to the Washington Nationals. Though stints on the disabled list, multiple surgeries and lackluster seasons are a chance MLB owners are willing to take in order to acquire a big name free agent. The Phillies definitely wanted to keep Howard, so they secured him with a five-year extension worth $125 million. He didn't play at all last season after fracturing his ankle. There are players no longer in Major League Baseball who’ll collect big chunks of change from their former employers in 2013. The following two seasons were anything but stellar, Burnett won 21 games combined and his ERA rose to 5.20. Ramirez’s eight-year, $160 million contract with the Red Sox in … Granted, those options are based on Cabrera finishing in the top 10 in MVP voting, which seems highly unlikely as he reaches his 40s. Average annual salary per payment: $1.5 million The final scenario is unlikely given Cespedes' age and injury troubles, but making a minimum of $11 million sounds probable. He's also a financial drag for the Detroit Tigers. In 2011, the Dodgers demonstrated their support of Matt Kemp by signing him to a franchise record contract extension. 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