13 Celebrity Gambling Addicts That Played The Odds and Lost

13 Celebrity Gambling Addicts and Their Epic Gambling Losses

Gambling and its lucrative prospects has wooed high-status celebrities into gambling addicts. While most gamble to win money, high rollers gamble for other reasons. Perhaps they enjoy playing the odds like the rest of punters. On the other hand, they could just enjoy the psychology of the game with its thrills and spills. Most likely their large bankroll primes them to already want to play at high stakes and roll the dice.  

Celebrity gambling addicts seem to have it all already. It makes you wonder why they would risk it? Yet they are only humans and even with fame, fortune and glory, some have chosen to spend their bankroll and play the odds of the gambling industry. Celebrities seemingly beat the odds by becoming famous. Perhaps with this advantage, they may have thought they had the odds in their favor when in fact, they were not.

So it seems celebrity gambling addicts may have thought they had an upper hand with lady luck only to be reminded that they only mortals. Not to mention, loss is as much a part of the game as much as winning is. Equally important is that celebrities just as much as the common punter can fall victim to throes and woes of problem gambling.

Big Time Celebrity Gambling Addicts That Lost Big Time

High-status celebrities are paid well for their work. With that money, they often turn to spend it on what makes them good. As a result, some have fallen down a dark path. Too much money it seems allows a person to have whatever they want, whenever they want it. Coupled that with the addictive design psychology of casinos and gambling and it’s easy to see how celebrities have turned into gambling addicts.

The gambling industry is a super lucrative business because people have to lose and the casinos get that money. The chance of winning is slim and while some play for entertainment, others largely play for the chance to hit it big. Comparatively celebrity gambling addicts have hit it big and they’re interested in playing the odds for the sheer thrill of game. 

The top nations gambling losses know too well what loss is like and how best to manage it. Bankroll management suggests punters set aside a betting bankroll and that they shouldn’t exceed it so as to preserve control. Rather than playing with all your money at which point the game is in control of you. Uniquely celebrities don’t have to consider this tip as much as they’re traditionally betting at high stakes to begin with.


Check out the following celebrities who you may not have suspected loved gambling too. At first thought, Al Pacino comes to mind but no, he only played a gambling tycoon on the silver screen. These herein celebrities actually played the gambler off the screen. Which is why they didn’t see the script and know that that they were in fact going to lose.


Known for his performances in Argo, Good Will Hunting, Gone Girl and The Town to name a few, this A-list actor and filmmaker went to rehab in 2001 for his gambling and alcohol addictions. In his current project, he actually co-stars with Justin Timberlake in a gambling themed thriller movie called Runner. Read more about gambling movies that can improve your gambling strategy. 


Age: 44

Birthplace: Berkeley, California, United States of America

Profession: Businessperson, Professional Poker Player, Television producer, Film Producer, Screenwriter.


This Baywatch babe stole people’s hearts on the television and proceeded to go onto the silver screen in Scary Movie 3. However when a poker debt of  $250,000 occured, it lead to a 2007 marriage to longtime friend Rick Salomon. Their union was later annulled. Learn more about the gender differences in gambling and winning gambling women.


Age: 49

Birthplace: Ladysmith, Canada

Profession: Activist, Television director, Nude Glamour Model, Television producer, Model.


With credits from Look Who’s Talking Now, The NBA on TNT, Michael Jordan: Air Time and Listen Up! Charles Barkley with Ernie Johnson, Charles Barkley is a well known sports consultant. Considered an outspoken NBA player, Charles Barkley also works as a sports analyst on ESPN. He admitted on air that his gambling problem had cost him over $10 million dollars. Life lessons come in all shapes and forms including and not limited to gambling and poker, learn more about poker life lessons that every gambler should know.


Age: 54

Birthplace: Leeds, Alabama, United States of America

Profession: Spokesperson, Basketball player, Announcer, Author, Actor.


Known for his roles in The Bourne Identity, Saving Private Ryan, Good Will Hunting and The Departed, Matt Damon is a successful actor. However his longtime friend Ben Affleck, Matt Damon was involved in an illegal gambling ring. To clarify, it was an underground ring that took place at five-star hotels and private homes.


Age: 46

Birthplace: Cambridge, Massachusetts, United States of America

Profession: Spokesperson, Television producer, Film Producer, Screenwriter, Actor.


Her roles on American Pie, Thir13en Ghosts, Jay and Silent Bob Strike Back and American Pie 2 were winning performances. After landing her debut role in American Pie, Shannon Elizabeth also found a second career as a poker player. Shannon’s passion for poker fueled gossip that she in fact runs an underground gambling ring in her own home.


Age: 43

Birthplace: Houston, Texas, United States of America

Profession: Professional Poker Player, Fashion Model, Film Producer, Actor.


In this case, he’s been named as one of the Top 10 Celebrities Addicted to Poker by Gambling.com. Indeed his performances on Finding Nemo, Ratatouille and ‘Til Death were probably not as recognizable as his role on Everybody Loves Raymond. For one thing, this Everybody Loves Raymond co-star competes in poker and a lot of charity poker matches too. Despite his love of the game, Brad Garrett had to deal with a minor gambling addiction.

This in fact forced him to stop playing the game. In particular he knew that he couldn’t stop betting all of his money, for example, he was betting money he didn’t have. For one thing, after receiving the help he needed, he managed to overcome his addiction and he still plays today. Learn more about the psychology of online gambling as well as the top 5 UK online casinos.


Age: 56

Birthplace: Woodland Hills, Los Angeles, California, United States of America

Profession: Professional Poker Player, Television producer, Actor, Voice acting, Stand-up comedian.


With credits from Like Mike, Iverson, Imagine That, Athens 2004: Game of the XXVIII Olympiad, Allen Iverson seems to be love sports. Similarly he also loves gambling and when it became a problem it caused the basketball player to be banned from casinos in Detroit and Atlantic City. 


Age: 41

Birthplace: Hampton

Profession: Basketball player, Rapper, Athlete.


He’s a spokesperson, a basketball players, an entrepreneur, an actor and an athlete but overall, he’s Michael Jordan. Notably the most renowned player in NBA history, Jordan’s retirement in 1993 was said to have been caused by problem gambling. For instance, in a self-published book titled Michael & Me: Our Gambling Addiction…My Cry For Help!, the author who was the general manager of the San Diego Sports Arena wrote that Jordan had more than just wild nights gambling. 

To emphasize the story  Esquinas wrote that Jordan would run up a $1.2 million debt over a ten-day golf binge in San Diego. That debt Jordan supposedly played down to $908,000. At which point, he negotiated down to $300,000 and then he ultimately paid $200,000 off. In fact this was only one of many stories. For this reason Jordan said he feels offended that his friend published the story, however he didn’t refute it.


Age: 54

Birthplace: New York City, New York, United States of America.


This actor is well known for his performance on Spider-Man, Spider-man 2, Spider-man 3 and Pleasantville. In 2011, this Spider-Man star was sued. This superhero on the screen allegedly participated in a multi-million dollar illegal gambling ring. 


Age: 40

Birthplace: Santa Monica, California, United States of America

Profession: Film Producer, Actor.



His performances on Watercolors, Richard III, Awaken the Dead and Pancho and Lefty still are just shy of mentioning that he’s an Olympian. Michael Phelps, the Olympic golden boy is amazing at setting records in the pool.

Recently he was pulled over for a DUI in Maryland where he was doing 84mph in a 45mph. When questioned as to where he was coming from, Phelps confessed. He admitted to being at an 8-hour gambling session!


Age: 31

Birthplace: Towson, Baltimore, Maryland, United States of America

Profession: Athlete, Swimmer.


He’s best known for his role on Everybody Loves Raymond, Ice Age, and Ice Age: The Meltdown. Even so this Emmy Award-winning actor revealed that his Men of a Certain Age character, Joe Tranelli and his overcoming a gambling problem was nonetheless based on real-life personal experience. 


Age: 59

Birthplace: New York City, New York, United States of America

Profession: Comedian, Television producer, Screenwriter, Actor, Voice acting.


Besides his performances on Two and a Half Men, Wall Street and Anger Management being priceless, there was also Hot Shots! However, during her 2006 divorce filing, Charlie Sheen’s ex-wife Denise Richards said Charlie was paying the price with his problem gambling. All in all, he was spending about $20,000 a week on sports betting


Age: 51

Birthplace: New York City, USA, New York

Profession: Television director, Television producer, Film Producer, Screenwriter, Actor.


This Golf Pro is best known from Monday Night Golf. In addition, Tiger Woods is also a prolific gambler and he reportedly gambled away $250,000 while hosting an event at the Mandalay Bay hotel and casino in Las Vegas

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Age: 41

Birthplace: Cypress, California, United States of America

Profession: Golfer, Athlete, Writer.