My mother in law goes to casinos almost every year, she just has a group of friends and because they are a bunch of people it is cheaper for them to get a flight booking plus hotel booking and since they gamble there it costs them very small for all of the regular vacation stuff.

She goes there, sits on the slots all day and "gambles" all day with about 200 bucks and usually wins money or has break even. This doesn't mean she is a successful gambler but the woman literally managed to have one week vacation every year for the past 20 years for almost no money at all to a place that has super entertaining stuff from gambling to famous people singing to great food and even free drinks on the house which I consider as a win.

If you want super successful people they are already famous and you saw them on your google search, all the small ones are the ones like my mother in law.