5 Celebrities Who Love Gambling a Little Too Much

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Celebs with Betting Problems

Betting’s popular with rich and poor alike, and having a famous name is no proof against getting in too deep. Here are five cautionary tales of what happens when celebrities like gambling rather too much.

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As the celebrities below will make it plain, it’s easy to get in over your head, which is why the golden rule of betting is to never bet more than you can afford to lose (whether that’s a million or ten dollars). One way to guarantee not drifting too far into the red is by taking advantage of no deposit bonuses. You can find these easily in a perfect database of no deposit promos, and take your pick from the deal that fits your needs best. The major upside is that these bonuses afford the opportunity to win real cash prizes without needing to deposit (and therefore risk) anything. Such promos do feature withdrawal caps that typically limit winnings to a few hundred dollars but nevertheless remain hugely valuable to players as they literally offer something for nothing.

Allen Iverson

Although not quite on a par with the great Kobe Bryant it’s undoubtedly the case that Allen Iverson was one of the top talents in the NBA (which netted him the MVP award in 2001). At six feet he wasn’t huge for a basketball star but that didn’t stop him from making the second-highest average points per playoff game (29.7 points per game) behind only Michael Jordan.

But personal problems of both alcoholic and gambling habits soon put Iverson in trouble. After seeing success at a gaming table at the Trump Taj Mahal, he was overpaid $10,000 in chips and requested to return them. Iverson refused, and a pretty heated argument erupted. Financial struggles have been rumored about him for years, and though he’s always denied them the speculation has remained. Sadly, it doesn’t matter how much or little you make in a career, even $200m is not enough if you let habits get out of control.

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Charlie Sheen

One celebrity name that conjures up a mix of entertainment, controversy, and personal problems is undoubtedly Charlie Sheen. An enthusiast when it comes to drugs (including steroids during filming) and alcohol, it’s unsurprising that Sheen is also into betting and not necessarily in a good way. When his marriage to Denise Richards ended in divorce one of the reasons she cited was his out-of-control gambling, which included betting hundreds of thousands of dollars every week on sports bets and casino games.

Sheen didn’t always lose, of course. Place enough bets and even the worst gambler will occasionally win (just as a canny bettor will lose sometimes). He once made a cool million dollars backing the winner in the Manny Pacquiao and Oscar De La Hoya boxing match (Pacquiao took it). In recent years he’s tried to stop betting but whether he’s succeeded or not remains to be seen. For many people, betting is harmless fun, but for those who develop a bad habit it can be hard to break.

Ben Affleck

Ben Affleck has been known for many things, including marriage to Jennifer Garner and playing Batman, although he didn’t always get the best storylines especially compared to the Dark Knight Trilogy, and one that might be surprising is his talent at blackjack. Affleck was killing time in the Hard Rock Hotel in Las Vegas (in 2014), playing blackjack in the high-limits room. He was doing so well he got paid the ultimate compliment by the house: he was told he couldn’t play anymore. Any other game was fine, but the casino would not let him play blackjack (which is a good game to play as it has the lowest house edge). It’s believed Affleck was counting cards, which is not illegal and is a very sensible way of potentially turning the house edge to the player’s advantage and offers a great chance of finishing ahead. But if a casino thinks you’re doing it then, like Affleck, you’ll be asked to stop playing.

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He’s a dab hand at poker too, claiming the six-figure prize for winning the 2004 California State Poker Championship and earning him entry into the 2004 World Poker Tour final tournament. So far, this all sounds great. After all, playing and winning a lot (at different games) is what many a bettor aspires to. However, there has been a lot of speculation swirling around that Affleck suffers from a gambling addiction, although he has denied the suggestions.

Wayne Rooney

On the other side of the Pond, Wayne Rooney is one of the most prolific scorers in the history of the English Premier League (EPL), racking up 208 goals to be the second-highest scorer ever. In addition, he’s second on the list of most goals for a single team (183 with Manchester United). On top of that, he’s one of only two English players to win the Premier League, FA Cup, UEFA Champions League, League Cup, UEFA Europa League, and FIFA Club World Cup.

With the wages English soccer stars earn it’s difficult to get into financial difficulty, but some of them do seem to try and it’s remarkable how bad at betting some footballers can be. Starting his career as a teenager making tens of thousands of pounds a week, it wasn’t long before young Rooney was making bets on his mobile. When he turned 20, Rooney lost a small fortune (£700,000 in 5 months). Luckily for Rooney, his immense pay packet allowed him to endure such horrendous losses, but some people just aren’t cut out for gambling and it’s better to quit quickly when in a hole, rather than grabbing a shovel and digging in deeper.

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Gladys Knight

Gladys Knight, also known as the Empress of Soul, won seven Grammys during her career (four as a solo artist and three with the Pips), with all-time classic hits such as Midnight Train to Georgia and Licence to Kill. Unfortunately, this great success did not stop Knight from developing a gambling addiction.

In addition to sports betting, this soul legend also got hooked on baccarat and lost huge sums playing and losing. It was just one such session (incurring a $60k loss) that saw Knight knuckle down and seek help from Gamblers Anonymous. In the end, she managed to kick the habit, but it’s much easier to get out early when things are going wrong.

Whether rich or poor, it’s always possible to like betting a little too much. Always keep a tight eye on your bankroll to ensure betting is fun rather than reckless.

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