Celebrities Who Have Won Big In The Casino Industry

Celebrities Who Have Won Big In The Casino Industry

Popular people and celebrities are always under the scanner for their indulgence and personal preferences. But just like every other human being, they are bound to have an inclination towards certain things and activities.

Gambling is one of those activities that is constantly affiliated with money, power and popularity. As we know, it is wrong to generalise, but many celebrities have had their time around with gambling. Not everybody of those had a good one, but few did. So, that certainly makes up for a story.

Here is a list of celebrities who won big in the world of gambling.

Celebrities Who Have Won Big In The Casino Industry

1. Ben Affleck

Apart from taking the risk of going against Superman, that too hand to hand, the reel life caped crusader likes to take such risks in live casinos too. Affleck is an expert in card counting and a serial winner on Blackjack tables and Poker championships. One famous incident involves him being told that “you are too good for this game”, which directly barred him from playing further. This happened at the Hard Rock Casino in Las Vegas, where he made over $1 million in just a couple of sessions. He also won the 2004 California State Poker Championship.

2. Dana White

The President of the Ultimate Fighting Championship (UFC) likes to take downtime by winning huge sums of money at Blackjack. Note that, not ‘playing’ but ‘winning’ at the Palms Casino, his winning streak has led the management to ban him from playing.

He has made millions in single sessions at the casino multiple times. Once he won $5 million in a single session after which the management at Palms politely banned him from playing by awarding him with a belt titled “Palms Undisputed Blackjack Champion”.

3. Tobey Maguire

Our very first, friendly neighbourhood Spider-Man is not as sweet as he looks on screen. In fact, according to sources, he is very ruthless while playing Poker. Though there are no solid records about highest winning celebrity in Poker, Tobey Maguire is allegedly the headliner of that list.

In 2011, he joined a Poker ring that had big names like Ben Affleck and Matt Damon along with other celebrities and won an amount which is rumoured to be the highest ever in Poker.

Apart from that, Tobey has been involved in many live casinos since the early 2000s and has made consistent winnings.

4. Sean Connery

The original James Bond, Sean Connery, did something in real life that even James Bond could not ever accomplish. Connery’s gambling success story is sort of legend, where he won multiple times in Roulette by placing single number bets. He placed the bet on number 17 and to win a single number wager in Roulette is an exceptional odd of 36:1, and he lost in the first two spins.

Despite the losses, he did not move his bet and held on to 17. At the third spin, he got lucky and won, but what followed is the crux of this story. After winning he let his money ride on number 17 and won the next two consecutive wagers. This feat of luck is exceptional as the odds for such a situation is 50000: 1. This happened in 1963 at Saint Vincent’s Casino de la Vallee and Connery took $27000 in profits.

5. 50 Cent

Rapper 50 Cent has a unique personality. His most famous win includes his wager on the high profile super bowl match between the New England Patriots and New York Giants. The Giants pulled an upset victory and the rapper made $1 million in the bank. The interesting part is, that a week prior to this bet, he had won $500,000 in a wager against New York Giants beating San Francisco 49ers, where Giants beat 49ers by a score of 20-17.


Name: Celebrities Who Have Won Big In The Casino Industry
Author: Helen Stratford
Published Date: 08/08/2019