Winning more than the amount of money that you have lost in your entire life to gambling is when you have won the casino. However, some people can win the casino and decide to continue gambling in order to win more money, and they end up losing all the money back to the casino. Such a person didn't win the casino.

It's when you win a jackpot and use the money to invest and set up a business. That's when you can say that you have won the casino.