<prompt> Human: Family member has a gambling debt that they can not afford to pay off. In fact the interest on the debt is nearly as much per month as his monthly salary.I can just about afford to pay it off in full but should I? How can I be sure he doesnt run into the same problem again? How can I get him to pay me back?He has a wife and 2 very young kids so it a very difficult situation.  <response>: You wont ever see that money again, dont kid yourself. Gamblers arent known for paying their debts. If you want to consider it a gift thats up to you. But bailing him out like that is enabling type behavior and usually wont be a blessing to you or him in the long run. If it was me and I was in a position to help, I would offer to help him with some of his bills or whatever for a few months while he pays some of it off, and gets 2 more jobs to clean up his mess. Just waving a magic wand and making it disappear wont help him. 