How will you feel if someone you know or just a friend of a friend walk up to you and ask you to finance them in gambling in exchange for a portion of their winnings? Does this even make any sense?
Nothing make sense in the world of gambling to be honest with you. Everyone play, become addicted, or have some fun, but still they are going to lose money in the end. And so if someone approaches me with that kind of proposal, I wouldn't accept it. I will try to reason out that it's not a good thing to do and besides I don't have money or extra in my pocket.
Just make sure that you explain it in a nice way and don't be rude as he might take it negative. And if ever I had the money, I still wouldn't lend some even if the proposal is good, like I will have the big percentage of the cut, but still though, he will not shell out money and you will, and then the risk involved. We all know that in gambling, no one is going to win in the end.