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I also know a lot of stories about gamblers who lost huge winning, but I never understood why people can’t stop at the right moment when they already have become so rich that can live luxuriously together with all family for the rest of live. It seems to me so crazy to continue playing and losing all the winning.
Well based on what you say, then the objective is to get rich playing in the casinos (!?) I think it is a bad premise and it is the one that gives casinos and players a bad omen, even professionals think about returns "logical", if the great prizes arrive wonderful.
Losing 100 of "anything" is not so serious, losing everything if ... only the one who gambles knows the true reality of himself, those who watch only want.
Gambling to make money depends on what you are gambling based on. Gambling here to win doesn't make sense because you are gambling against the house edge and that is why it will not make any profit for you, there is no possibility that you will make money this way, however it is obvious that we could make money based on investing here, because house edge will be on our side in that case.
However that is not the only way to gamble, you could gamble on poker for example and if you are a great poker player you could win, in the end you are getting money from other people and there is no house edge, or let's say you are a pool player and you gamble on your talent again, if you are Ronnie O'sullivan you could always believe in yourself and risk money, long story short if it is technically impossible to win you should not aim to win but aim to have fun, if you gamble on a talent based game that means you could aim to win.