Well I don't know how this question will look like but I have to ask, because I need people's ideas in this situation that am in right now.
So here is my question, If you have a family member or a friend with gambling problem, as in he or she is so addicted to gambling to an extend what he or she thinks about is nothing but gambling, if he or she ran into financial problems and come to you to loan he or her money. are you going to loan the person the money?
Under a very tight and precise scrunity and collateral basis, Yes. Anything else is just an expectancy that will fail, no matter how pitiful the stories are -- especially if you're a chronic gambler, with records of the problems it has caused you and the entire family at large, nothing for you unless you drop a collateral!
People like that are really good in the art of deception, so they'll say anything to get past whatever hurdles or questions you have, just to prove how true the said stories are.. I'm not being wicked or heartless -- I mean, I can help in situations that's life-threatening if I'm buoyant enough, but I'm not giving out a huge chunk of honey to a honey badger.