Also another mistake he did was to quit his job just to continue gambling. Even with all the amount of winnings he have for those 3 days, it wouldn't be enough for his daily living until he dies without any other source of money. He may be lucky but he didn't use his luck smartly.
I think that in fact the guy in question is just still young enough and does not know how to manage money competently, so everything turned out that way. Such a person can be given a million dollars and in a year he will be left with nothing. In fact, $2000 is not that much money. There have been cases that I've lost more in a casino in one day, so there's no point in this guy getting upset about it, but he needs to find a job anyway.