Top 15 MLB Players Who Lost Everything

Professional athletes often catch a lot of flak for their exorbitant salaries, six-or-seven-figure signing bonuses, and guaranteed contracts - with baseball players getting more heat than most. Let's not forget, young phenom Giancarlo Stanton signed a 13-year, $325 million deal last year, and Zack Greinke could top that this offseason. Heck, even 40-year-old, half-centaur slugger Alex Rodriguez will make $21 million in 2016, with his prime (read: PED) years well behind him.

This isn't exactly a new phenomenon. Some of the MLB's best have drawn the ire of fans and the generally un-rich alike. When Ty Cobb earned $20,000 for the 1916 season, even the Monopoly Man turned over in his fictional, cartoony grave: the salary was 10 times the national average at the time. Less than a decade later, Babe Ruth would be buying his hot dogs and beer with an unheard of $52,000 salary.

Yet even with millions or tens of millions of dollars being thrown into paychecks every year (and a league minimum currently set at $507,500) players are not immune to money woes, especially the ones not making superstar salaries. Some troubles happen early in a career, some happen after the retirement fund didn’t pan out, and some end up costing the individual a lot more than just money.

Whether it was due to mismanagement, bad investments, personal struggles, lavish lifestyles, or making it rain a few too many times, here are 15 former MLB players who went from having it all to losing everything.

15 Bill Buckner


Remembered mainly for miffing Mookie Wilson’s grounder and allowing the winning run to score in Game 6 of the 1986 World Series, Red Sox first baseman Bill Buckner would probably also want people to forget that an Idaho car dealership he partially owned went belly-up in 2008, forcing him to file for bankruptcy.

14 Graig Nettles


Third baseman Graig Nettles accomplished a lot in his 22-season professional career with the Twins, Indians, Yankees, Padres, Braves, and Expos. He was a six-time All-Star, a two-time World Series champion and Gold Glove winner, a home run leader, and even captain of the Yanks for three seasons. He ended his career in 1988 with a total of 2,225 hits, 1,314 RBIs, 1,193 runs scored, a .964 fielding percentage... and $1 million in debt.

13 Rick Wise


Rick Wise never had a shot at making the Hall of Fame, but he still compiled an impressive resume. On top of a 3.69 ERA and 1,647 strikeouts over an 18-year career, Wise tossed a no-hitter (in which he homered twice), was a two-time All-Star and the winning pitcher in Game 6 of the 1975 World Series - often referred to as the greatest baseball game in history.

12 Wally Backman


Although Wally Backman was never a superstar, he logged 14 seasons in the bigs, and was a world champion with the 1986 New York Mets, hitting .320 on the season and .333 in the series. He retired in 1993.

11 Tony Gwynn


Mr. Padre finished his career with 15 All-Star selections, eight batting titles, seven Silver Sluggers, five Gold Gloves, a Hall of Fame induction - but in 1987, his third full season in the majors, Tony Gwynn filed for bankruptcy.

Facing liabilities of over $1.1 million against only $700,000 in assets, Gwynn blamed the lack of funds on poor financial decisions, bad accounting and a lousy attorney. Fortunately, none of this affected Gwynn’s playing, as he slashed .370/.447/.511 with 218 hits that season, and never looked back.

10 Gaylord Perry

Gregory J. Fisher-USA TODAY Sports

Hall of Fame pitcher and infamous baseball-doctorer Gaylord Perry pitched a no-hitter, made five All-Star teams, led the majors in wins three times, and was the first player to win a Cy Young Award in both leagues - but all the spit, Vaseline, and rosin in the world couldn’t save him from his financial troubles.

9 Steve Howe


In his first four seasons in the majors, reliever Steve Howe set a Dodgers record for rookie saves, won Rookie of the Year, earned an All-Star selection, won a World Series ring and capped it all by declaring for bankruptcy in 1983. He had $340,000 in debts against only $267,700 in assets, and also checked himself into rehab for alcohol and cocaine abuse. Relapses and inconsistent pitching performances would cost Howe his entire 1984, 1986, and 1988-1990 seasons, and he was handed a lifetime ban for substance abuse in 1992.

8 Scott Eyre


Scott Eyre might not have the name recognition of the other players on this list, but he actually put together a pretty dependable tenure in the majors. After his first four seasons saw an inflated ERA, a move to the bullpen and a trade away from the team that drafted him, Eyre finished his 13-year career with a 4.23 ERA and a World Series title with the 2008 Phillies.

7 Harmon Killebrew


In 22 seasons, Harmon Killebrew played in 13 All-Star Games, led the AL in homers six times (bashing 573 in total) and RBI three times, and was named the AL MVP in 1969. He landed in the top-15 for MVP voting 10 times. A few years after making the Hall of Fame in his fourth year of eligibility, things started to fall apart for Killebrew financially.

A victim of fraud, inexperience, poor advice, bad decisions, and two failed car-related companies, Killebrew lost his house in 1988 and was $700,000 in debt in 1989 - owing money to four banks, former Twins owner Calvin Griffith and even Reggie Jackson.

6 Pete Rose


5 Jack Clark

via AP Photo

Jack Clark loved driving pitchers crazy in an 18-year career where he amassed 20-plus homers 11 times, four All-Star selections, and two Silver Sluggers - but he also loved driving expensive cars. Every time Clark was bored with a current vehicle, he would simply buy another, boasting a $700,000 Ferrari, a Rolls Royce and 16 other cars at one point.

4 Rollie Fingers

AP Photo

The famously-mustachioed Hall of Fame reliever amassed seven All-Star appearances, three World Series rings, and a Cy Young and MVP award in a career where he led the majors in saves three times - but Rollie Fingers also racked up over $4.5 million in debt, filing for bankruptcy in 1989. His poor investments included two Egyptian Arabian horses, wind turbines, an apartment-flipping scam, and a pistachio farm.

3 Denny McLain


After six wildly successful seasons as a starter for the Detroit Tigers - including a 31-win year, two Cy Youngs and an MVP award - stories surfaced about Denny McLain’s penchant for playing the ponies. One even claimed a 1967 foot injury was caused by a mobster stomping on it over a $46,000 bookmaking debt.

McLain was suspended by the MLB for these activities and struggled to return to form after he was reinstated. He was soon suspended again for dousing two Detroit reporters with buckets of water, followed immediately by another punishment for carrying a gun - which he once brought on a team flight and waived in a Chicago restaurant. Despite making $90,000 that year - the highest in team history - McLain filed for bankruptcy.

2 Curt Schilling


Although a bloody sock couldn’t stop Curt Schilling’s dominant performances in the 2004 ALCS and World Series, nothing could save his post-career financial woes. Schilling created the video game company 38 Studios in 2006, and even though the company received a $75 million loan from the Rhode Island Economic Development Corporation in 2010, they defaulted on it in 2012, bounced a $1.2 million missed loan payment check, laid off their entire staff via email and filed for bankruptcy.

1 Lenny Dykstra


After his 12 seasons with the Mets and Phillies, centerfielder Lenny Dykstra was initially seen as a post-baseball financial success story. He owned so many lucrative stocks, investments, and companies, that Mad Money’s Jim Cramer asked him to write an investment column. However, things started to go wrong when Dykstra failed to flip Wayne Gretzky’s $17 million estate.

Dykstra went from having a net worth of $58 million in 2008 to owing between $10 million and $50 million. By August 2009, he was living out of his car and had sold his World Series ring. Making matters worse, Dykstra was accused of fraud during his bankruptcy hearings, attempting to purchase a stolen car, embezzlement, fencing goods, money laundering, and numerous other offenses both financial and not.

On December 3, 2012, Lenny Dykstra was sentenced to 6.5 months in prison, 500 hours of community service, and ordered to pay $200,000 in restitution. That’s “restitution,” not “prostitution,” something with which Dykstra is also familiar: he famously bounced a $1,000 check given to female escort and adult-entertainment star Monica Foster.

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Top 15 MLB Players Who Lost Everything