Movie star Million-Greenback Bets – The Prime 10 All-Time Winners And Losers


Posted on: August 30, 2022, 02:51h. 

Final up to date on: August 30, 2022, 03:14h.

Celebrities are recognized for incomes large quantities of cash from the music, motion pictures, TV reveals and sporting occasions they entertain us with. Nonetheless, they aren’t essentially recognized for doing good issues with that cash, which additionally entertains us. Listed below are our picks for essentially the most well-known bets positioned by celebrities, together with their outcomes.

Michael Jordan golf
Michael Jordan, who’s most definitely to not the sport of golf what he was to the sport of basketball, could or could not have misplaced greater than $1 million betting on a golf sport in 1991. (Picture:

10. Michael Jordan
Loss: $1.25M
Venue: Golf

There isn’t a supply for this apart from a 1993 e-book titled Michael & Me: Our Playing Dependancy . . . My Cry For Assist! by a San Diego businessman named Richard Esquinas. So imagine what you’ll. However the creator claims that he and Michael Jordan confronted one another in a 1993 golf match at Aviara Golf Course in San Diego that value Jordan $1.25M.

“Our matches incessantly got here right down to $100K putts with occasional swings of upwards of a quarter-million {dollars},” Esquinas wrote. “Personally, I felt I used to be a managed gambler till Michael and I went berserk in a single interval of roughly 10 days in September 1991, after I went from doubtlessly greater than $200K in debt to $1.25M forward.”

Esquinas claimed Jordan fell $626K in debt from their golf wagers, then doubled down and misplaced once more. The $1.25M debt ultimately was diminished to $902K by nonetheless extra golf wagers. Esquinas claimed he lastly settled for $300K as a result of he was afraid Jordan won’t pay him your complete quantity.

UFC President Dana White
Final Preventing Championship President Dana White is banned from the blackjack desk on the Palms On line casino. (Picture:

9. Dana White
Might 2014
Win: $2M
Venue: Blackjack

In 2014, Dana White — the Final Preventing Championship (UFC) president price a reported $500M — received $2M over 3 months enjoying $25K-per-hand blackjack on the Palms. The Las Vegas on line casino responded by halving his credit score and limiting his desk play to $5K per hand. A couple of months later, they determined to ban him from blackjack altogether on the on line casino.

Two years earlier, White’s blackjack credit score line was equally restricted and White responded by  boycotting the Palms and taking his UFC fights, a staple for The Pearl on the Palms venue, with him. (The Laborious Rock hosted the Final Fighter 16 Finale on Dec. 15, 2012.)

However the icy relationship was thawed, the Las Vegas Evaluate-Journal reported, when a brand new Palms chief govt eradicated White’s blackjack limits and despatched White a $5k bottle of his favourite wine (2001 Domaine de la Romanee-Conti Montrachet).

This time, the Palms tried to melt the blow by sending White a championship belt studying “Palms Undisputed Blackjack Champion.” White responded by stating that UFC occasions would nonetheless be held on the Palms. Nonetheless, thus far, solely three extra had been.

Rapper 50 Cent
Rapper 50 Cent places his cash the place his mouth is relating to his hometown soccer crew. (

8. 50 Cent
Feb. 5, 2012
Win: $1M
Venue: Tremendous Bowl XLVI

In 2012, 50 Cent received a cool mil by betting a cool mil that his hometown New York Giants would take the New England Patriots in Tremendous Bowl XLVI. The Giants pulled off an upset win of 21-17. A yr earlier than, 50 additionally received massive by betting $500K on the Giants beating the San Francisco 49ers within the 2011 NFC Championship sport, which they did 20-17.



Phil Ivey poker
Poker champ Phil Ivey reportedly wager greater than a fifth of his lifetime felt earnings on a single soccer sport. (Picture:

7. Phil Ivey
Feb. 7, 2010
Loss: $2M
Venue: Tremendous Bowl XLIV

Ten-time World Collection of Poker champ Phil Ivey’s lifetime felt earnings complete $9.3 million. That’s so much, however betting greater than a fifth of your price on a single occasion isn’t an advisable transfer, even in the event you’re betting on the favourite to win. Tremendous Bowl XLIV belonged to Drew Brees, not Peyton Manning, and the underdog New Orleans Saints smashed the Indiana Colts, 31-17. The Colts had been favored by 5 factors and Ivey wager on the moneyline, which might have been a smaller payout anyway.

Ivey’s dangerous beat led to top-of-the-line sports activities headlines of the Web period, when introduced: “Colts Not Greatest Loser in Tremendous Bowl XLIV.”

Charlie Sheen
Charlie Sheen has been recognized to take “profitable” to a different dimension. (Picture: Getty Pictures)

6. Charlie Sheen
Dec. 6, 2008
Guess: $1M
Venue: Boxing

In a 2012 interview with the New York Occasions, actor Charlie Sheen stated he had a dream that Manny Pacquiao would “beat [Oscar] De La Hoya like a drum, and he did.” However when the win elicited no emotional response in anyway, Sheen stated he gave up betting.

Betting didn’t quit on Sheen, nonetheless. In 2011, on the peak of his “profitable,” supplied odds of Sheen getting arrested within the subsequent 3 months at 5:6 and of Sheen being institutionalized at 25:1.

Ashton Kutcher
After he made it massive, Ashton Kutcher claimed he used his ‘dumb actor’ picture to entrance a sports activities betting syndicate. (Picture:

5. Ashton Kutcher
Wins: $750k
Venue: Faculty soccer

Oddly, one thing Ashton Kutcher did whereas changing Charlie Sheen in TV’s “Two and a Half Males” lands him alongside Sheen on our listing. In 2013, the actor instructed Esquire journal that he fronted a playing syndicate and used his “dumb actor” persona to win large sums of cash betting on faculty soccer for half a season.

This was after he was already wealthy and well-known!

“It was fairly enjoyable,” Kutcher instructed the journal. “Then they (the sportsbooks) caught on.”

When requested to elucidate the syndicate’s profitable technique, Kutcher did his greatest: “In soccer, you’re principally on the lookout for numerical anomalies … It’s actually difficult. You gotta know a number of information factors – how this crew performed on varied surfaces, in several climate – so much. However these guys may do it.”

Ben Affleck
Actor Ben Affleck performs a hand of blackjack with TV host Maria Menounos on this undated photograph. (Picture:

4. Ben Affleck
Win: $940K
Venue: Blackjack at Laborious Rock

In response to the New York Publish, actor Ben Affleck received $140k whereas enjoying blackjack along with his pal Matt Damon on the Laborious Rock Las Vegas and “gave away each one in every of his chips to on line casino staffers – tipping his sellers, waitress and door boys as a lot as $5K.” A yr later, Affleck reportedly $800K on the similar on line casino “whereas enjoying three simultaneous palms at $20K a pop.”

In April 2014, a cloud of suspicion sprouted over these earlier wins when the longer term Mr. J-Lo was caught counting playing cards by the Laborious Rock Las Vegas. As a result of he was a star, nonetheless, he was solely banned for all times from the desk on the on line casino, not from the on line casino itself.

Affleck instructed Particulars journal on the time: “There have been quite a lot of casinos that stated, ‘Hey, you possibly can’t play blackjack right here. We all know you depend playing cards. However, , you’re welcome to come back, do no matter you need, see a present, have dinner. We’ll comp ya. Play roulette, we all know you don’t play craps, however hang around, we nonetheless need your presence and enterprise.’”

Card counting — a way of utilizing likelihood to foretell the subsequent hand — just isn’t technically unlawful, however doesn’t make you well-liked with on line casino managers.

“I imply the truth that being good on the sport is in opposition to the principles at a on line casino ought to let you know one thing a few on line casino,” Affleck stated. “There’s a number of hospitality, backslapping, after they assume you’re gonna are available and dump cash, and in the event that they assume you may go away with some cash, it’s like, ‘You recognize what? Why don’t you attempt craps or roulette?”

Charles Barkley gambling basketball
NBA nice Charles Barkley claims he has misplaced $10M playing throughout his life however doesn’t have an issue. (Picture:

3. Charles Barkley
Loss: $2.5M
Venue: Blackjack

Charles Barkley most definitely didn’t observe his success as a basketball star with even larger success as a sports activities higher. In a Might 2006 interview with ESPN, the basketball Corridor of Famer admitted dropping $2.5M throughout six hours of blackjack one night time a yr earlier. He by no means recognized through which on line casino.

Barkley has admitted to dropping 1,000,000 {dollars} greater than 30 instances in his life, and estimates his lifetime losses at $10 million.

“It’s silly,” the previous Philadelphia 75ers and Houston Rockets star instructed ESPN. “It’s a nasty behavior. I’ve an issue. However, the issue is when you possibly can’t afford it. I can afford to gamble. I didn’t kill myself after I misplaced two and a half million {dollars}. I wish to gamble and I’m not going to stop.”

In 2008, Wynn Las Vegas sued Barkley for $400,000 in playing markers it prolonged him the yr earlier than.  He paid off the debt in addition to $40,000 in legal professional charges.

Floyd Mayweather boxer
Boxing nice Floyd Mayweather is without doubt one of the most daring (some would say reckless) sports activities gamblers in historical past. (Picture: Instagram)

2. Floyd Mayweather, Jr.
Feb. 2, 2014
Loss: $13M
Venue: Tremendous Bowl XLVIII

Boxing nice Floyd Mayweather is alleged to have lived as much as his nickname, “Cash Might,” in 2014. In response to a number of web sources, he wager $10.4M on the Denver Broncos to win the Tremendous Bowl and $2.6 for them to steer on the half. These bets had been so massive, Mayweather allegedly needed to place them with seven completely different companies.

As most soccer followers bear in mind, the Seattle Seahawks triumphed 43-8 over the Broncos, so Mayweather’s wager would have been misplaced. That’s if he ever positioned it. The Las Vegas native, who’s price a reported $565 million, by no means copped to putting it.

Between 2012 and 2015, Mayweather did publish display pictures of his betting slips on his Instagram and Twitter accounts. Not surprisingly, most had been for his profitable bets. From these, we all know that he received $1M by betting $1.1M on the Oregon Geese to beat the Arizona State Wildcats on Oct. 18, 2012. He additionally received $600K by betting $815K on the Denver Broncos to defeat the New York Jets by greater than 7.5 factors on Oct. 12, 2014. And a Might 21, 2015 wager on the Golden State Warriors over the Houston Rockets netted him $200K earlier than taxes.

Mayweather’s most infamous sports activities win would have been the payday he pocketed for putting $400K on himself to beat Conor McGregor of their Aug. 26, 2017 mild middleweight bout. In response to ESPN, Mayweather visited the M Resort to separate the cash between a wager on himself profitable at -200 odds, and the bout ending in underneath 9.5 rounds. Nonetheless, the frazzled sportsbook required time to type out the legality of fighters betting on themselves. (The Nevada State Athletic Fee has no guidelines in opposition to it. Nonetheless, fighters clearly can’t wager in opposition to themselves.) Mayweather reportedly acquired bored with ready to put the wager and left the on line casino.

Pete Rose
Pete Rose’s wagering acquired him banned from baseball, and its corridor of fame, for all times. (Picture: Getty Pictures)

1. Pete Rose
Bets: Someplace between $104k-$520k
Venue: Baseball

When then-Cincinnati Reds supervisor Pete Rose wagered on 52 video games through which his personal crew performed in 1987, the bets ($2k-$10k) had been small in comparison with the others on this listing. But they had been essentially the most well-known, and costliest, movie star bets of all time. They led to Charlie Hustle’s lifetime ban from the game and the Baseball Corridor of Fame.

“I wager on my crew each night time,” Rose instructed ESPN Radio’s Dan Patrick and Keith Olbermann in 2007. “I didn’t wager on my crew 4 nights every week … I wager on my crew to win each night time as a result of I really like my crew, I imagine in my crew.”


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