Roulette, a game blending chance and excitement, has witnessed both triumphant victories and heart-wrenching losses that have etched their names into gambling lore. From staggering wins that made headlines to devastating losses that captivated audiences, here are tales that showcase the extremes of Roulette’s fortunes.

Iconic Wins:

1. Charles Wells – The Man Who Broke the Bank at Monte Carlo:

  • Notorious Run: In 1891, Charles Wells famously secured victory in Monte Carlo, winning multiple times in a row at the Roulette table.
  • “Breaking the Bank”: His series of wins led to the term “breaking the bank,” as he exhausted the entire available cash reserves at several Roulette tables.

2. Ashley Revell – The Ultimate Bet:

  • All-In Gamble: In 2004, Ashley Revell, in a bold and televised move, sold all his possessions and placed his entire net worth on a single spin of the Roulette wheel.
  • Double or Nothing: He wagered around $135,000 on red and watched the ball land on 7 Red, doubling his fortune in an unforgettable moment.

3. Joseph Jagger – The “Man Who Broke the Bank at Monte Carlo” (Again):

  • Pioneering Analysis: Joseph Jagger, an engineer, used meticulous analysis to identify biased Roulette wheels in Monte Carlo in the late 19th century.
  • Strategic Play: His observations led to significant wins as he capitalized on the predictable outcomes of these biased wheels.

Heartbreaking Losses:

1. Terrance Watanabe – A Multi-Million Dollar Loss:

  • High-Stakes Gambler: Terrance Watanabe, a wealthy businessman, suffered substantial losses at the Roulette tables in Las Vegas in the 2000s.
  • Reported Losses: Allegedly, he lost around $127 million in a year, prompting legal disputes and discussions about responsible gambling.

2. Robert Maxwell – A Risky Business:

  • Entrepreneur’s Downfall: The media mogul Robert Maxwell was known for his lavish lifestyle and gambling ventures.
  • Roulette Misfortune: Reports suggest he lost substantial sums playing Roulette, contributing to his financial troubles before his mysterious death.

3. Akio Kashiwagi – High Roller’s Misfortune:

  • High-Stakes Player: Akio Kashiwagi, a Japanese real estate mogul, was renowned for his colossal wagers in casinos.
  • Roulette Losses: He faced significant losses, including reportedly losing around $10 million in a single session of Roulette in Atlantic City.


Roulette, a game entwined with tales of incredible fortunes and staggering defeats, has seen players rise to unimaginable heights and succumb to immense losses. These stories, immortalized in gambling folklore, serve as reminders of the unpredictable nature of chance and the thrills—and perils—of the casino world.

From the legendary triumphs of those who “broke the bank” to the cautionary tales of staggering losses, these stories continue to fascinate and captivate audiences, serving as testaments to the exhilarating rollercoaster of Roulette’s fortunes.