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Biggest Roulette Wins Of All Time: Who Has Claimed The Biggest Prize From The Wheel?

Louis Fargher

Roulette is one of the most popular casino games available, but what are the biggest roulette wins of all time?

Roulette: How Does It Work?

Roulette is a classic casino game, and includes a wheel, ball and a table which has the numbers and other options available to bet on.

Players can make their stakes on the table by selecting a number they believe the ball will land on after it has spun around the wheel.

You can also choose between red and black, evens and odds, 1 to 18, 19-36 and the three 12’s.

Top 5 Biggest Roulette Wins Of All Time

Pedro Grendene Bartelle – $3.5 million

Pedro Grendene Bartelle is a notorious billionaire and owns the third-largest footwear company in Latin America which he took from his uncle.

He made one of the biggest wins in roulette history, placing $35,000 on a specific number (which has not been specified).

This stake saw a return of $3.5 million, which has been described as the biggest single return from a roulette bet and is something the billionaire may of done multiple times.

Joseph Jagger – $2 million

Next on the list is Joseph Jagger, who not only claimed one of the biggest amounts from a single spin, but did so as someone who did not come from wealth.

Jagger worked as a mechanic in a casino, and was able to spot some regular occurrences on the roulette table – learning that certain numbers appeared more often than others.

He noticed that 7, 8, 9, 17, 18, 19, 22, 28, and 29 were repeatedly found by the wheel and he spread out his wagers to beat the system without getting caught.

In seven days of gambling, Jagger was believed to have made around $2 million.

Sir Philip Green – $2 million

Sir Philip Green was another billionaire who utilized his riches on the roulette wheel, as he made his money in the fashion realm – owning a number of retail companies.

He was known in the gambling industry for blackjack, a card game where you aim for the total of 21 – but saw his highest number of winnings in roulette.

Green did not reinvent the wheel with his bets, with witnesses claiming he made single bets with even stakes and won around $2 million on one night – the first of many roulette wins for the billionaire.

Richard Jarecki – $1 million

From 1960-1980, Richard Jarecki made a name for himself in the European gambling scene, after a number of big wins at the roulette table.

The medical professional realised there was an issue with the roulette wheels and they often landed on the same number – helping him tally up a streak of wins.

He had to move from casino to casino, as he was banned from several due to his regular wins and Jarecki claimed around $1 million.

Mike Ashley – $850,000

Many will know Mike Ashley as the previous owner of Newcastle United in the Premier League, but the billionaire was also notorious on the roulette table.

In a private casino in Mayfair, London, Ashley placed around $500,000 on all splits, corners, streets, and six-line bets, including 17.

This move is called the complete bet and witnesses say that he also staked on the first half, middle dozen, middle column, black and odd.

Winning over $1 million, Ashley’s overall profit came to an impressive $850,000.

Louis Fargher
Louis Fargher

Louis is a news and features writer, specializing in gambling and sports. Louis has contributed different forms of content for professional sports teams, whilst acquiring a degree in journalism in the UK and has years of writing experience within the gambling industry.