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... Well only if he actually stops after winning it back though
He won't, though.
Basically, we are talking about someone who is a recurrent gambler, someone who wagers in a consistent way and even if he managed to get his money back with his next paycheck, he will eventually get back to gambling to see if he can get more. We all know how it works.
In the long term, gambling is designed to tilt the changes in favor of the house, that is how it is and it will continue to be that way.
So, I except that guy to lose more money in the future, if he is smart enough, he will investigate and realize what house edge is and how the math behind the laws of statistics work.
When comes to gambling, one determination does not matter and will never matter to change the outcome of one session, otherwise gambling would not be a business.
