Gambling researchers often dwell on the biggest wealth losers in gambling. While mythologies and historical scripts provide some insights into gambling losers in history, it is difficult to determine who has lost the most in gambling in the modern day, as gambling losses are often kept private and not publicly disclosed or documented. Additionally, the amount of money lost in gambling can vary greatly depending on the individual’s financial situation and the type of gambling they engage in today.

However, some notable cases have been of individuals who have lost significant amounts of money through gambling. One famous example is Harry Kakavas, an Australian real estate tycoon who lost over $1.5 billion in high-stakes gambling at the Crown Casino in Melbourne. Another example is Terrance Watanabe, a businessman who lost over $200 million in Las Vegas casinos over the course of a year.

Kakavas later sued the Crown Casino in a famous Australian legal case (Kakavas v Crown Melbourne Ltd) for gambling losses at the Crown Casino in Melbourne between 2005 and 2006. Kakavas claimed that the casino had taken advantage of his gambling addiction and lured him into losing a significant amount of money.

The court found that Kakavas was a seasoned and experienced gambler who understood the risks involved and voluntarily participated in high-stakes gambling at the casino. The court also noted that Crown Melbourne Ltd had implemented measures to assist problem gamblers, such as self-exclusion programs and responsible gambling messaging.

The case is significant because it established that Australian casinos have a duty of care to their patrons but that this duty does not extend to preventing patrons from gambling or protecting them from the risks of gambling. It also highlights the importance of responsible gambling measures and the need for individuals to take responsibility for their own gambling behaviour.