That's too risky and for sure that there is no guarantee that you will win, and it is a bit of luck if you ever won. The question is if you are really an experienced gambler and have tactics for winning the game. Also, what if you lose the money? What would be your excuse?
Eventually the person will lose the money, and the friend.
It's a no win situation, I wouldn't do that at all.
Everyone should gamble whatever they want, without involving other people, that's just asking for trouble.
A better idea would be to go from 10,000$ to 15,000$ or 20,000$ only. Probably I would try to convince him about it as well.