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Celebrity Gambling Losses: The Top 7 Stories

Posted on: July 13, 2021. Last updated on: January 25, 2024 Celebrity Gambling Losses

Across the world, the gambling industry is massive, and the most exciting fact about this sector is that more and more gamblers keep taking part in it. That’s why it has become one of the fastest-growing industries across the globe. Quite naturally, the ever-increasing demand for gambling indicates that a majority of the population is interested in playing a wide range of casino games. 

In today’s world, professional gamblers are privileged to get unique opportunities in placing wagers. As a result, not just the general crowd, but celebrities also take a huge interest in the activity and place high amounts to earn more. However, the results are not always that satisfying, and some of the most reputed personalities had to experience their share of failures. 

Here are the top ten celebrity gambling losses you must learn about. Check them out and tighten your gambling strategy! 

Charlie Sheen

Charlie_SheenMany people have heard this name as one of the most popular actors of the entertainment world who happens to be famous as Uncle Charlie from “Two and A Half Men.” Charlie has always managed to attract people with his performance. But he had one problem, and that was gambling addiction. As per reports, he spent $200,000 every week in casinos to satisfy his desire for gambling and that resulted in an investment of almost $2.5 million. The biggest loss he incurred was $1 million, and that’s not all, Charlie took quite a few improper decisions as far as his gambling activities are concerned. However, he seems to be a lot restrained now and we hope that he recovers from his gambling addiction.

Ben Affleck

Ben AffleckBen Affleck is a great actor and also a passionate player, at least, that’s what his gambling trajectory speaks of. In 2004, he won a poker championship that helped him earn $350,000, and the best part is that he got banned from Las Vegas after this win. However, things were not as easy for Ben as he faced the greatest loss of $400,000 while playing poker. But, that does not take away the fact that Ben is a thorough gentleman and he even offered a tip of $15000 to a casino attendant. The best part is in spite of losing, he has mastered unique gambling skills, and that’s the reason we admire him.

Tiger Woods

Tiger Woods Woods is undoubtedly one of the greatest golf players of all time. But, there’s no denying the fact that Woods also had gambling addiction issues. It is said that once when he was playing blackjack, he lost around $25000. That’s not all, Woods also holds some of the greatest records for losses. Later on, one of the casinos in Las Vegas made betting limits for Woods and it was around $1 million.

Pamela Anderson

Pamela AndersonPamela Anderson, the name itself represents beauty, style, boldness, and fashion. However, this gorgeous lady was also ‘controversy’s favorite child’; thanks to her numerous relationships and gambling addiction. She was a passionate gambler but also had the experience of losing huge amounts. As per popular reports, one night, when she was playing poker, Pamela lost $250,000. But that didn’t stop her from gambling, and in different casinos, she used to spend her hard-earned money.

Wayne Rooney

Wayne RooneyWayne is known for his gambling interests and has mastered this field as well. He is one of the most popular Manchester United players but has lost almost 500,000 pounds in gambling. Perhaps, it is the fastest loss in the gambling history as he lost the amount within two hours. He was playing blackjack and roulette, where he lost his money, and it was reported that he started gambling to deal with his boredom. However, considering the amount he earns or his net worth, the loss wasn’t a big deal for him.

Charles Barkley

Charles BarkleyThe NBA star is also known for another reason, and it is his gambling problem. Out of 14 NBA players, he is the only one to retire after building a multifaceted career. But his gambling problem has led to the loss of all his earnings over 16 years. Though he was losing a huge amount of money at the casinos, he still did not consider it an issue. One of his famous losses took place when he lost around $20,000,000 and was also sued for $400,000 by a casino. Reportedly, this amount was the debt he acquired in gambling, and eventually failed to pay off.

Michael Jordan

Michael JordanJordan is known for his basketball skills and is one of the best players of all time. Though his skills were incredible, Michael had gambling issues as well. He was not so good at that and went on losing money. Initially, it started from hundreds and thousands of dollars, but once, he had lost around $5 million in a single bet. Just for his habit of placing bets, he lost around $1 million in a year.  While that’s sad, you would be surprised to learn that Michael spends millions on gambling every year.

Try Your Luck In Gambling

Apart from skills and strategies, gambling entails the ‘luck factor’ and you simply can’t deny that. While gambling, there can be times when you may not win, but that does not mean you will stop. You must place your bet correctly, and not give in to addiction which is highly important.

Try to get your guesses right and learn from your mistakes if you want to excel. We hope that these celebrity losses work as an eye-opener for you and helps you try your luck in gambling successfully. You can read our guide “Is today my lucky day to gamble


  • https://www.nba.com/history/
  • https://en.wikipedia.org/
  • https://www.biography.com
  • https://www.pamelaandersonfoundation.org
  • https://twitter.com/Jumpman23
  • https://twitter.com/WayneRooney
  • https://twitter.com/tigerwoods
  • https://twitter.com/benaffleck

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