Bottom line, unless he gets his gambling under control, he will be dead soon
At some point he will be out of options and decide to end it himself
If he does get help, I hope he does the right thing by remembering you helped him out, and repaying you
Gamblers however are irrational>>
Some how he will decide you were part of the problem and he wouldn't have buried himself further without you staking him
He will partially blame you, and he will make excuse after excuse, but not pay
At some point he will be out of options and decide to end it himself
If he does get help, I hope he does the right thing by remembering you helped him out, and repaying you
Gamblers however are irrational>>
Some how he will decide you were part of the problem and he wouldn't have buried himself further without you staking him
He will partially blame you, and he will make excuse after excuse, but not pay