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date added 23 March 2025

Top 6 Richest Gamblers & Their Incredible Stories

Everyone knows gambling is risky, but some people don’t just get lucky, they become incredibly wealthy. These famous gamblers didn’t just rely on chance; they used skill, math, and intuition to beat the odds consistently. 

Let's meet the top 6 richest gamblers in the world, see how they made their fortunes, and discover their amazing stories.

Who Are the Top Gamblers in the World?

When you hear "famous gamblers," you might picture flashy casinos and stacks of cash. But being one of the best gamblers isn't just about winning one big jackpot. It takes skill, strategy, and sometimes even math genius to beat the odds consistently.

What Makes Someone the Best Gambler?

Being considered the best gambler isn’t just about having the most money. It’s about consistency and strategy. 

The richest gamblers have mastered:

  • Smart betting strategies.
  • Understanding odds and probabilities.
  • Knowing when to walk away.
  • Managing their money carefully to minimize losses.

How Did These Famous Gamblers Get Rich?

Most wealthy gamblers didn't just rely on luck. Many used complex strategies, mathematical formulas, or took calculated risks. Others found success by turning gambling winnings into businesses or investments, proving that winning at gambling is more about brains than luck.

Now, let’s meet these incredible individuals.

1. Kerry Packer – The Billionaire Gambler

Kerry Packer The Billionaire Gambler

When talking about famous gamblers, the legendary Kerry Packer is often first on the list. The Australian media tycoon loved gambling and wasn't afraid to place massive bets. Packer’s thrilling gambling sessions became legendary, making him one of the most memorable gamblers in history.

Kerry Packer’s Net Worth and Gambling Style

At the peak of his life, Kerry Packer’s net worth was around $6.5 billion. His wealth mainly came from his media businesses, but his gambling was unmatched:

  • Known for huge, fearless bets, sometimes millions per hand.
  • Played blackjack and baccarat for incredibly high stakes.
  • His bold gambling style made him both respected and feared by casinos worldwide.

His Biggest Wins and Legendary Bets

Packer’s gambling stories are legendary:

  • Won approximately $33 million in just one weekend at MGM Grand Casino in Las Vegas.
  • Tipped casino staff generously, sometimes giving waitresses and dealers over $1 million in total.

Kerry Packer Highlights

Details

Net Worth

$6.5 Billion (at peak)

Famous Games

Blackjack, Baccarat

Biggest Single Win

$33 million (Las Vegas weekend)

2. Tony Bloom – The Poker Legend Turned Football Owner

Tony Bloom The Poker Legend Turned Football Owner

Tony Bloom isn’t your typical gambler, he’s smart, strategic, and turned his gambling success into a thriving career. Bloom moved from poker tables to the world of football ownership, making him a uniquely successful gambler.

Tony Bloom’s Net Worth and Rise to Fame

Tony Bloom’s net worth is estimated at around $1.7 billion. His wealth didn’t just come from gambling; he founded the betting consultancy "Starlizard," famous for its advanced betting analytics.

  • Became famous by winning millions playing high-stakes poker.
  • Founded Starlizard, using math and statistics to predict football matches.

From Poker Tables to Football Clubs

Bloom transformed his gambling success into sports investments:

  • Bought and revived Brighton & Hove Albion, taking them to the Premier League.
  • Known for applying analytical gambling methods to football club management.

Tony Bloom Highlights

Details

Net Worth

$1.7 Billion

Famous Games

Poker, Sports Betting

Notable Investments

Brighton & Hove Albion Football Club

3. Bill Benter – Mastermind Behind the Betting Algorithm

Bill Benter Mastermind Behind the Betting Algorithm

Bill Benter isn’t just a gambler, he’s a math genius. Using mathematics, he developed a revolutionary algorithm that changed betting forever, earning him a fortune in horse racing.

How Bill Benter Built His Fortune

Benter started gambling in Las Vegas using card-counting techniques. Later, he turned his focus to horse racing in Hong Kong:

  • Created a powerful computer algorithm to predict horse race winners.
  • Consistently earned millions through calculated betting strategies.

Bill Benter’s Net Worth and Secret Methods

Benter’s methods earned him an estimated net worth of around $1 billion:

  • His algorithm analyzed variables like horse history, jockey skill, and track conditions.
  • His betting model was so accurate that casinos eventually banned him.

Bill Benter Highlights

Details

Net Worth

$1 Billion

Famous Games

Horse Racing, Blackjack

Known for

Betting algorithms, Card-counting

4. Edward Thorp – The Professor Who Beat Vegas

Edward Thorp The Professor Who Beat Vegas

Edward O. Thorp was more than just a gambler; he was a professor who used math to beat casinos at their own game. Thorp’s methods revolutionized gambling forever.

Edward Thorp’s Net Worth and Famous Blackjack Strategy

Edward Thorp’s net worth is estimated at around $800 million. Thorp became famous for inventing "card counting," a blackjack strategy still used today:

  • His book, "Beat the Dealer," taught players how to legally gain an edge in blackjack.
  • He proved it was possible to beat casinos with math, not luck.

How Edward O. Thorp Changed Gambling Forever

Thorp’s influence didn’t end with blackjack:

  • Developed successful strategies for stocks and investments after gambling.
  • Inspired many gamblers and investors to think analytically.

Edward Thorp Highlights

Details

Net Worth

$800 Million

Famous Games

Blackjack

Major Contributions

Card Counting, Investment Strategies

5. Billy Walters – King of Sports Betting

Billy Walters King of Sports Betting

Billy Walters, the iconic sports betting legend, made a fortune through his unmatched ability to predict sports outcomes, especially football and basketball games.

Billy Walters’ Net Worth and Gambling Career

Billy Walters' net worth is around $200 million. Walters’ betting skills became legendary:

  • Known for placing massive bets and consistently winning.
  • Built a team of analysts who gathered information to get the edge on bookmakers.

Inside Billy Walters' Sports Betting Secrets

Walters' secrets included:

  • Deep research, information analysis, and betting at optimal times.
  • Expertly predicting game outcomes better than the sportsbooks themselves.

Billy Walters Highlights

Details

Net Worth

$200 Million

Famous Games

Sports Betting

Known For

High accuracy, huge betting wins

6. Alan Woods – The Horse Racing Genius

Alan Woods The Horse Racing Genius

Alan Woods was another brilliant mathematician gambler who made his fortune through horse racing. Woods combined math and betting skill to win consistently.

Alan Woods’ Net Worth and Unique Betting Tactics

Alan Woods had an estimated net worth of around $500 million:

  • Developed complex betting systems for horse racing.
  • Became extremely successful in Hong Kong’s horse racing scene.

How Alan Woods Made Millions on Horses

Woods' success secrets:

  • Used advanced math and algorithms to determine betting patterns.
  • Turned horse betting into a highly profitable business.

Alan Woods Highlights

Details

Net Worth

$500 Million

Famous Games

Horse Racing

Known For

Mathematical Betting Algorithms

Honorable Mention: David Walsh – Gambling’s Art Collector

David Walsh might not be as famous as the others, but his story is fascinating. Walsh used gambling winnings to build MONA, a world-famous museum in Tasmania.

David Walsh’s Net Worth and Unusual Path

Walsh’s net worth is around $200 million:

  • Made his money through betting syndicates in horse racing.
  • Built MONA, a unique museum featuring provocative modern art.

David Walsh Highlights

Details

Net Worth

$200 Million

Famous Games

Horse Racing

Unique Achievement

Founder of MONA Museum

Conclusion

These famous gamblers didn’t just bet, they used skills, strategy, and intelligence. They prove gambling isn’t just luck but a calculated skill. Their stories show how intelligence, strategy, and even math can help you beat the odds.

Whether you're inspired by their success or just curious about their stories, the richest gamblers in history show that with the right approach, anyone might just beat the house.

FAQs

1. Who is considered the best gambler in the world?

Many consider Bill Benter or Edward Thorp as the best gambler because they combined mathematics and strategy to consistently win huge amounts of money.

2. How did Kerry Packer become so famous in gambling?

Kerry Packer became famous for placing massive bets, winning millions in casinos worldwide, and tipping dealers and staff generously, earning a legendary reputation.

3. How did Tony Bloom get rich?

Tony Bloom earned his wealth playing high-stakes poker and then created a sports betting consultancy called Starlizard, eventually buying Brighton & Hove Albion football club.

4. What is Billy Walters known for?

Billy Walters is known for being one of the most successful sports bettors ever, famous for consistently winning huge bets through careful research and analysis.

5. How did Edward Thorp change gambling?

Edward Thorp introduced the card-counting method in blackjack, helping gamblers legally beat casinos, and later applied similar methods to investing in the stock market.

6. Did Alan Woods really make millions from horse racing?

Yes, Alan Woods developed advanced mathematical betting systems that made him hundreds of millions betting on horse races, especially in Hong Kong.

7. What makes David Walsh different from other gamblers?

David Walsh is unique because he used his gambling winnings to open the famous Museum of Old and New Art (MONA) in Tasmania, turning gambling profits into art and culture.

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Last updated: 24 March 2025

Author's Picture

Rado Jovanovski

Rado Jovanovski is the Casino News Editor at Casinos Club, dedicated to providing timely, impartial updates backed by rigorous research. His authoritative reporting covers market shifts, regulatory changes, and fundamental industry developments since 2012. Through concise, reliable coverage, Rado ensures readers stay well-informed, building trust as he unravels the forces shaping the global casino scene.