Where I am confused is that why won't he stopped already? Those that are addicted to gambling that i knew get to this same level of losing everything and they make a U-turn in the end, what is keeping him imprisoned ? His mind? or he is already crazy? Or even a spiritual attack?
Probably, because he thinks he still has a chance to hit the jackpot and win all his money back and even more, with all his money back he could get all his positions again and even work on getting his family together. So at this point of his addiction, sadly he is trying to flee his problems by further engaging with them and running faster/accelerating towards a concrete wall.
The sad reality is, even if he for pure luck managed to pull off a financial return and hit the jackpot he is desperately seeking to fix his life, he would still misuse that money and continue to wager more, for the sake of greed and accumulating more, he may convince himself that is his lucky day. He would be back whenever he started in the previous day before the jackpot.
For cases like that one, I believe education and awareness of how gambling works is supposed to be more widespread, so should be the rehabilitation facilities for anyone who feels to have reached rock bottom.