Celebrities With More Money Than Sense

Sara James
by Sara James

Senior Casino Analyst & News Editor

Drake and Online Gambling
Celebrities With More Money Than Sense

Canadian rapper and singer Drake is known for his love for big stakes. Drake bets hundreds of thousands and millions regularly. He generates millions in annual revenue, so he doesn’t worry about winning or losing. In his most recent public bet, Drake lost $2 million after backing fighter Israel Adesanya to beat Alex Pereira. The UFC 281 event took place at Madison Square Garden in New York.

Drake isn't the only celebrity with such cash to blow on gambling. Many successful entertainers, actors, athletes, influencers, and even entrepreneurs are fond of gambling. These celebs have too much disposable income to worry about losing a million or two. However, casino and sports betting is a common pastime in many regions. Here are some celebrities with more money to waste:

Drake and Drake's Curse

Drake "Drake's Curse Continues" will be the headline across most gambling news after losing $2 million on a UFC bet. The Grammy-winning rapper has been said to have a "curse" that follows him in the gambling world. If he posts or is seen around a team, athlete, or other professional sportspeople right before a match, they almost always lose. Some people have been tracking the number of times Drake has been seen with a team or iconic athlete just before a game they lost, and this was the case for Israel Adesanya. In all honesty, Drake has won hundreds of thousands betting on Adesanya, so wins and losses are part of gambling. However, here are a few accounts the ghost-chasers go by concerning "Drake's curse."

  • Barcelona lost the first El Classico match of the 2022/2023 season 1-3 to Real Madrid after featuring Drake's OVO label on their t-shirts.
  • After posting with Drake, Sergio Aguero of Manchester City misses a penalty as his team loses to Tottenham Hotspurs in the Champions League Semi-Final.
  • Conor McGregor loses to Khabib Nutmagomedov with the God’s Plan rapper in his corner. Anthony Joshua also gets a shock defeat to Andy Ruiz Jr.
  • Paris Saint-German loses 5-1 to Club Lille in the French Ligue 1, in the club's biggest defeat for over two decades moments after Drake's backing.
  • With Drake in her corner, Serena Williams receives a shock defeat to Roberta Vinci in the 2015 US Open semi-final.
  • Kentucky and Miami Heat lost big games in 2014, including the NBA Finals, after being seen/backed by Drake.
  • Toronto Raptors earned a reputation for losing big games after naming Drake their global ambassador in 2013.

Other Celebrities Known For Spending Fortunes Without Thinking

Drake is one of many celebrities who gamble. Whether it be real money slots, roulettes, poker, blackjacks, craps, dice, bingo, lotteries, sports betting, or live betting, gambling is a fun pastime that can potentially result in massive wins. Some celebrities have the money to blow on gambling without worrying about what it does to their net worth, as they can easily make that money back. They also occasionally win massive amounts when luck strikes. Of course, gambling isn't the go-to source of happiness for all celebs. Some rich folks prefer to make foolish purchases, like an entire town, a chain of restaurants, or gold-plated jets. Here are two other iconic celebrities who have too much disposable income to think about wise spending:

  1. Kim Bassinger & Her Georgian Town

Kim Bassinger has accumulated a net worth of around $20 million, which is impressive because she lost all her million and filed for bankruptcy in the mid-90s. Her newly bought township was one of the assets auctioned to pay her bills in the bankruptcy. Kim purchased the township of Braselton in Georgia, hoping to turn it into a tourist attraction through movie studios and large film festivals. She bought the town for $20 million, which would be auctioned six years later for just $1 million.

  1. Mike Tyson & His Spending Spree

According to most sources, Mike Tyson is currently worth $10 million. However, the Boxing legend was once worth a whopping $300 million. To cut the story short, Mike had to file for bankruptcy at some point after spending his fortunes on several things. By the time he declared himself bankrupt, Mike owed more than $8.6 million to the IRS, $10.5 million in legal fees and his ex-wife, and $148,000 on cell phones & pagers. He also owed $264,000 on a birthday party, $42,000 on limousines, and $5,000 on care for his beloved Tigers.

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