Some of the most popular celebrities around the world love to spend millions of dollars betting on their favorite sports or playing their favorite casino games. A lot of these celebrities love to visit popular land based casinos and splurge heavily at the tables.
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Drake
The Canadian rapper is reported to have a net worth of over $260 million and he has no problem spending big millions of dollars on mixed martial arts fights. Drake is a huge sports fan and his two favorite sports are the NBA and MMA.
Drake regularly bets on Ultimate Fighting Championship (UFC) fight cards which takes place on a regular basis. He bets big money on pay per view fights and generally the media tend to highlight how much money Drake has bet on each fight. In July 2022, he placed a scousers parlay when he bet on Paddy Pimblett and Molly McCann winning their respective MMA fights in the UK.
Drake was so pleased that the two fighters won that he promised to buy them Rolex watches. The Canadian rapper also backed UFC middleweight champ Israel Adesanya to win his championship fight against Jared Cannonier and placed $1 million on him to win. It turned out to be another successful bet for Drake.
Bet |
Wager |
Result |
Payout |
Paddy and Molly |
$2,296,211.30 |
Win |
$3,723,077 |
Israel Adesanya |
$1,000,000 |
Win |
$1,250,000 |
While Drake has won a lot of money on sports betting, he has also lost a lot of money but it hasn’t made a huge impact on his bottom line. Drake backed Cuban MMA star Jorge Masvidal who was an underdog to win against champ Kamarau Usman. Drake ended up losing that bet and also lost his bet on Justin Gaethje when he put $427,000 on him.
Bet |
Wager |
Result |
Payout |
Jorge Masvidal |
$275,000 |
Loss |
$1.3 million |
Justin Gaethje |
$427,000 |
Loss |
$1.1 million |
Ben Affleck
Hollywood star Ben Affleck recently got married again to Jennifer Lopez and has been in the news. Affleck has also been in the news in the past for playing a secret invite only high stakes poker games and spending hundreds of thousands of dollars at the poker table.
Affleck has starred in a number of hit movies including one of the most famous poker movies of all time ‘Runner Runner’. Ben Affleck’s adventures at the high stakes poker table was made public in the movie Molly’s Game. Reports suggest that Affleck ended up losing $400,000 in just one hand of poker.
Some of Affleck’s best movies include:
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The Tender Bar
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The Accountant
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Deep Water
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Argo
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Floyd ‘Money’ Mayweather
Floyd ‘Money’ Mayweather is widely regarded as the best to ever to it as he finished his boxing career with a perfect 50-0 record. Money Mayweather not only made millions of dollars from his fighting career but also has a number of businesses ventures that continue to make money for him.
Mayweather does not splurge millions of dollars like Drake but is more selective with his sports bets. Floyd Mayweather generally tends to bet on big games, big fights or when some of the boxers he manages end up having a fight. Mayweather is also a fan of the NBA and loves to bet on big games. Here are some of the results from his bets.
Bet |
Wager |
Result |
Payout |
Seattle Seahawks |
$150,000 |
Win |
$286,000 |
Houston Rockets |
$50,000 |
Win |
$235,000 |
Floyd’s biggest bet that had the most success in his career is a bet that he made on himself. Sportsbooks generally don’t accept or allow athletes to bet on themselves as there is a conflict of interest as the athlete has a direct connection influencing the outcome of the result.
However Floyd did not place a bet at the sportsbook but he put down $750,000 on himself and asked his then promoter Bob Arum of Top Rank, Inc. to release him from his contract. Arum obliged as the contract had provision for Floyd to put down $750,000 and walk away from his contract. Floyd Mayweather started his own promotion and has made millions of dollars since then which has turned out to be his most successful bet till date!
Leonardo Dicaprio
Lots of fans don’t know that the Hollywood heartthrob loves to play poker but usually likes to do it in private. Dicaprio is not one of those celebrities that likes to head out to Vegas and have fun at the casinos. He like Ben Affleck prefers to play high stakes poker at invite only games and his deeds at the poker table were once again referred to in the book and movie Molly’s Game.
Dicaprio has a reputation of being someone who does not like to lose and there is one unverified account of him getting very upset when he ended up losing $50,000 at the poker table.
Some of the most popular movies that Dicaprio has starred in include:
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Titanic
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The Wolf of Wall Street
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Once Upon A Time In Hollywood
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The Great Gatsby
Dan Bilzerian
Dan Bilzerian is neither a Hollywood star nor a sports personality but has made a name for himself as the King of Instagram with over 30 million followers. Bilzerian built this reputation by regularly posting pictures of himself on Instagram with 6 or more hot women by his side. Some of his other popular pictures includes him on his private jet with more women, his fancy gun collection and loads of cash piled up to show people how much money he got.
Bilzerian claims that he made most of his money playing high stakes poker at private invite only games. He wasn’t mentioned in the Molly’s Game book or movie and is rarely seen at popular land based casinos or big poker tournaments like the World Series of Poker.
Bilzerian has claimed on more than one occasion that he has won over $10 million in just one night at the poker table. He also claimed that he won over $50 million playing high stakes poker in 2014. Bilzerian’s biggest loss at the poker table in a single session is reported to be $3.6 million.
The poker community tend to dispute these figures and have doubts over Bilzerian’s claims because there is no way of verifying his claims. Some claim that he has made up these numbers to cover up how he is actually making his money. Bilzerian has rubbished these allegations claiming that he only ever plays at invite only high stakes poker games where the buy-ins and winnings at these games are kept top secret.
Michael Jordan
Michael Jordan is reported to have a net worth of $1.7 billion and a reputation for being a bad gambler. Jordan is widely regarded as the greatest of all time (G.O.A.T) to have ever graced the basketball court. Jordan is currently the owner of the NBA franchise the Charlotte Hornets which means he is not allowed to bet when the Hornets play.
However Jordan loves to bet and bet big on a multiple sports. When Michael Jordan retired for the first time in the NBA, some claimed that it was a forced retirement due to his gambling losses while others claimed that his gambling losses were responsible indirectly for the death of his father. This prompted the NBA to launch an investigation into Jordan’s gambling losses.
Jordan is a degenerate gamble who likes to bet on just about anything. Charles Barkley shared that when he played golf with Jordan and some of his other friends, they would like to bet $200 or $300 dollars per hole but Jordan would push the stakes up to $100,000 a hole. Barkley reports that once Jordan put down $300,000 and asked him to step out of the way so that Jordan could take the putt.
Dana White
UFC President Dana White admits that he is another degenerate gambler who loves to bet on a number of sporting leagues including the NBA and NFL. White who lives in Las Vegas also loves to have a night out at the casinos. White is considered to be an expert blackjack player and is reported to have won over $7 million at the blackjack table in just one night!