7 Athletes Who Went Directly To Jail

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Getty Images

It's been a rough week for former NFL players on the judicial circuit. O.J. Simpson couldn't beat a robbery and kidnapping charge and now faces life in prison. Former first-round bust running back Lawrence Phillips got slapped with a 10-year prison sentence following his own checkered career on the wrong side of the law. These sentences may come as a surprise to cynical fans who think there's no way a famous athlete could end up in prison, but sports figures serving hard time isn't exactly uncommon. Here are seven who did not pass go, did not collect their $200, and went directly to jail.

1. Craig MacTavish

As an NHL player, MacTavish was a solid center who enjoyed a long career that spanned from 1979 to 1997. He even won four Stanley Cups. However, he missed the entire 1984-85 season because he was incarcerated. MacTavish had been driving drunk on January 25, 1984, when he was in a wreck that killed a 26-year-old woman. MacTavish was found guilty of vehicular homicide and spent a year in jail before resuming his career. He's currently the head coach of the Edmonton Oilers.

2. Rae Carruth

Perhaps the most infamous of all NFL players, Rae Carruth's career as a wide receiver for the Carolina Panthers actually got off to a promising start. During his rookie season in 1997, he caught 44 passes, including four touchdowns, and made the NFL's all-rookie squad. In 1999, though, everything unraveled for him. His pregnant girlfriend was caught in a drive-by shooting. Despite four shots being fired in the car, she managed to call 911 and describe Carruth's role in the assault. The receiver apparently blocked her car while a shooter in a separate car fired the shots. Carruth posted $3 million bail, but after his girlfriend died, he took off. He was eventually found in Tennessee, hiding in the trunk of a car with a huge pile of cash, some snacks, and a bottle to hold his urine. He's currently serving no less than 18 years, 11 months in prison following a conviction for conspiracy to commit first-degree murder.

3. Ugueth Urbina

Baseball fans remember Urbina as a solid right-handed reliever with a nice fastball/slider combo that helped the Florida Marlins win the World Series in 2003. Fans of Venezuelan jurisprudence remember Urbina as the man behind a horrific assault. Urbina was convicted of attempted murder in 2007 following an incident in which he allegedly attacked five workers on his Venezuelan farm with a machete and then tried to douse them in gasoline. Urbina maintains that he was asleep during the attack and that he is innocent. Nevertheless, he received convictions for attempted murder, illegal deprivation of liberty, and violating a Venezuelan law that prohibits taking justice into your own hands. He's serving a 14-year prison term.

4. Mike Danton

Lowly players have been known to run afoul of the law, too. Take Mike Danton, a fairly low-level NHL center who played for the New Jersey Devils and St. Louis Blues. Danton racked up 141 penalty minutes during the 2003-04 season, but off the ice he didn't do his own dirty work. When he wanted his agent, David Frost, dead in 2004, he didn't want to get his own hands dirty. Instead, he tried to hire a hitman to do the job for him. Unfortunately for Danton, his "hitman" was actually a police dispatcher. Danton pled guilty to conspiracy to commit murder and is currently serving a 90-month term in federal prison.

5. Denny McLain

Denny McLain's career as a Major League pitcher was brilliant. He won two Cy Young awards, an American League MVP award, and a World Series ring during a career that ran from 1963 to 1972. He's still mentioned on baseball broadcasts as the last man to win 30 games in a season. McLain wasn't quite a masterful off the field, though. He had a penchant for gambling, which led him to make underworld connections and even run his own bookmaking operation. These troubles eventually led to the end of his baseball career, at which point McLain veered further afoul of the law. He worked for a Florida financial services company with rumored Mob ties, which led to a 1985 conviction for racketeering, extortion, and drug trafficking. He spent a couple of years in jail on that charge, and then bought a Michigan meat-processing plant in 1994. Two years later the plant went bankrupt, and McLain and his partner were charged with looting $12.5 million from the company's pension fund. McLain spent six years in federal prison for the theft and was released in 2003.

6. Darryl Henley

Darryl Henley was enjoying a nice career as a starting cornerback for the Los Angeles Rams until 1995, when he was convicted for cocaine trafficking. He received a 20-year sentence for those charges, which quickly ended his NFL career. He made things worse for himself by then attempting to hire a hitman to murder his ex-girlfriend—a former Rams cheerleader and a witness in the trial—and the judge. His sentence then ballooned to 41 years, and he won't be eligible for parole until he's 65 years old. To his credit, Henley has realized the error of his ways and now runs a website and charity to try to help other athletes from falling victim to the same forces that brought him down.

7. Don King

Don King may be known for his trademark fright-wig hair and his inimitable diction, but before he became boxing's most powerful promoter, he served time. In fact, he killed two different men before his rise to fame. The first case was judged justifiable homicide; King shot a man who had attempted to rob the illegal bookmaking joint he ran. The second killing, though, occurred when King beat to death an employee who owed him money. King was convicted of second-degree murder for this killing, but the charges were later reduced to manslaughter. He ended up spending around four years in jail for the killing.

Ethan Trex co-writes Straight Cash, Homey, the Internet's undisputed top source for pictures of people in Ryan Leaf jerseys. He is aware of both Mike Tyson and Michael Vick and their troubles with the law.

See also...

A Brief History of Stadium Naming Rights
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How Sports Owners Made Their Money
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10 Bizarre Athlete Superstitions
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7 Famous Athletes Who Now Sell Food
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The Bud Bowl: A Definitive History
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Quiz: Mr. Burns' Softball All-Stars

This $49 Video Game Design Course Will Teach You Everything From Coding to Digital Art Skills

EvgeniyShkolenko/iStock via Getty Images
EvgeniyShkolenko/iStock via Getty Images

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Double Play: The Curious Life and Career of Ozzie Canseco

Otto Gruele, Allsport/Getty Images
Otto Gruele, Allsport/Getty Images

“Jose, we love you! Jose, you suck!” It’s 1992 in Louisville, Kentucky, and a man who bears a striking resemblance to major league home run king Jose Canseco is smashing baseballs out of Triple-A ballparks for the Louisville Redbirds, the minor league sibling of the St. Louis Cardinals.

A screen erected specifically for home runs at Pilot Field in Buffalo, New York, fails to contain one 550-foot drive. The ball goes over the screen and past the highway.

“Good job, Jose!”

Before and after games, the six-foot-two, 220-pound slugger will be asked about dating Madonna (he didn’t), antagonized into fights (he avoids them, mostly), and begged for autographs. When he signs his name, fans appear confused. They tell him to stop joking around. Doesn’t he know he’s Jose Canseco, perpetual All-Star and prolific masher of baseballs? Who ever heard of Ozzie Canseco, Jose’s identical twin, born two minutes earlier to Jose Canseco Sr. and his wife, Barbara? And if they are identical, why is it that Jose was earning millions as a member of the Oakland Athletics while Ozzie only made sporadic appearances in the majors?

Ozzie tried to explain all of these things over and over again. Every time he thought people got the message, he would head back out into the world, hearing his brother’s name. Once, a car veered and tried to run him off the road. When Ozzie hit the shoulder, the other driver laughed, as if it were a joke, and then referred to him as Jose.

 

There are relatively few examples of twins who excelled equally in sports. Ronde and Tiki Barber were both selected in the 1997 NFL Draft and had successful careers; Karyne and Sarah Steben, both accomplished gymnasts, toured with Cirque du Soleil and credited their psychological connection with helping them perform difficult aerial feats.

More often, siblings of star athletes idle in the shadows cast by their high-achieving counterparts.

Hank Aaron’s brother Tommie joined him in professional baseball. Hank hit 755 home runs during his career; Tommie connected with 13. There were three DiMaggio brothers, though it was Joe—the onetime husband of Marilyn Monroe—who stood out both on and off the field. Had any of these men looked identical to their famous brother, it would have compounded the comparisons. It’s unlikely anyone ever tried to run Tommie Aaron off the road.

Ozzie Canseco plays for the Oakland Athletics in a Major League Baseball game
Otto Gruele Jr, Getty Images

Born on July 2, 1964, Osvaldo “Ozzie” Capas Canseco and Jose Canseco would soon be another sports sibling story.

The two were barely a year old when their parents immigrated to the United States from Cuba. Both grew up learning to play "the great American pastime." Jose, an outfielder who could wallop a ball out of sight, was drafted by the Oakland Athletics in 1982 straight out of high school. After polishing his skills in the minor leagues for three years, he briefly debuted as a late-season call-up for the Athletics in 1985. His official rookie season came in 1986, when he went on to hit 33 home runs and knock in 117 RBIs, resulting in Rookie of the Year honors.

Ozzie, who had played as much baseball as his brother, decided to take a year for college. Instead of being a power hitter, Ozzie had gravitated toward pitching. The New York Yankees drafted him in 1983. After four largely unimpressive years on the mound in the minor leagues, he was released by the Yankees and picked up by the Oakland Athletics organization in 1986 to further develop his skills.

It amounted to a genetic experiment in sports: Two men, nearly identical in build—Jose was an inch taller and perhaps 10 pounds heavier—who played the same game for the same amount of time. In 1989, the two even suffered the exact same injury to the hamate bone in the hand. Yet it was Jose who became a sensation, earning exponentially increasing millions and stats for the Athletics and the Texas Rangers, while Ozzie struggled to get called up.

The problem, according to Ozzie, was that he had pitched for too long, refining a skill that wouldn’t pay the same dividends as an outfielder and star hitter. All those years pitching put him behind Jose and behind the game. When he was finally called up to the Athletics as an outfielder in 1990, the difference in ability when compared to Jose was obvious. After 20 homers and 67 RBIs with the Huntsville Stars farm team, he managed only a .105 batting average in nine MLB games during his first season, striking out in 10 of his 19 at-bats. Meanwhile, in 1988, Jose became the first MLB player in history to hit 40 home runs and steal 40 bases in a single season—a feat only three players have replicated since. When Ozzie struck out in his first Athletics game, Jose hit two home runs.

 

Pundits tried to break down Ozzie’s deficiencies. Superficially, he had everything Jose had, including a powerful build that was likely bolstered by steroids. (Jose admitted to using performance-enhancing substances in his 2005 tell-all book, Juiced; Ozzie was arrested for driving in a car that contained vials of steroids during a traffic stop in 2003. Jose later told VICE that Ozzie "used the same type of steroids I used and in equal amounts.") But experts pointed out that Jose was more flexible, with a better range of motion in his swing and a faster sprint. He seemed to be more aggressive during play, too. These were subtle differences, but enough for Jose to make three World Series appearances while Ozzie toiled in the minors.

Ozzie Canseco bats for the Oakland Athletics during a Major League Baseball game
Otto Gruele Jr, Getty Images

Dejected, Ozzie headed for Japan to play for the Osaka Kintetsu Buffaloes to sharpen his game against different kinds of pitches. Playing for the Japanese equivalent of a farm team in Osaka, he quit midway through the season to return to the U.S. minors, joining the Louisville Redbirds, the Cardinals Triple-A team. In 1993, he got a chance to jump on the Cardinals for six uneventful games. When Bernard Gilkey came off the disabled list, Ozzie was bumped back down. In frustration, he briefly quit baseball before signing a contract with the Triple-A arm of the Milwaukee Brewers and, later, the Florida Marlins.

After being released by the Marlins in 1996, he remarked it was the first summer he had not played baseball since he was a kid. While other people may have confused him for Jose, baseball’s management did not.

 

If Ozzie was never quite his brother’s equal on the field, he found parity in other ways. For years, rumors circulated that Ozzie would show up in place of Jose for autograph signings. The two also got in nearly equivalent legal trouble for a 2001 nightclub brawl in Miami Beach that ended in probation and a civil lawsuit against both.

In what was probably their most audacious attempt to fool people, Ozzie reportedly showed up for a 2011 celebrity boxing match claiming he was Jose, who had performed in prizefights against the likes of Danny Bonaduce. Promoter Damon Feldman claimed he had paid Jose $5000 and that he was confused when Ozzie finally removed his shirt. (He lacks the bicep tattoo sported by his brother). Feldman had him escorted out and filed a complaint for breach of contract, winning a default judgment against Jose for the $5000 advance and travel expenses. Feldman later expressed doubt he had ever actually met Jose. (On Twitter, Jose Canseco denied Feldman’s claim that he had sent Ozzie in his place.)

In 2015, Ozzie was named the hitting coach for the Sioux Falls Canaries, a Double-A team in South Dakota. Not long after, he and his brother once again confused onlookers when Ozzie fooled his on-air correspondents into thinking “Jose” had arrived to film a segment for his role as an analyst for an NBC broadcast. It was a bit of levity that may have indicated that the years removed from the field had allowed Ozzie to feel more comfortable—both in his own skin and his brother’s.

It was a long time coming. Speaking to Sports Illustrated in 1994, Ozzie lamented the peculiar reality of resembling his brother in every aspect but the one that mattered to him most. “It’s difficult to explain my existence as Ozzie Canseco on a daily basis,” he said.