That or play nickel slots, where there's no rush when you win. I never saw the point of gambling-if you aren't winning regularly, you have to sink a lot of money to stay entertained for more than ten minutes. You weren't being greedy, you just got suckered into one of the oldest tricks in the gambling business. Chasing my losses i started putting huge stakes on and stupid bets now i lost even more money with no money coming in. recently i won a lot of money ($1k) stupidly i got greedy and kept gambling and lost it all. Then lost his entire fortune when the company filed for bankruptcy in 2012. 14 Rich And Famous People Who Lost All Their Money. I can honestly say I've never had any issues with gambling and no financial problems because of it, whereas one of my friends and some people I meet at the casino have lost absurd amounts of money that really affected their day-to-day lives (I'm talking 7 figures lost in a week sort of stuff).