Even he's my friend, I'll not give any single cents to him/her. It's his fault and should face the consequences of being aggressive in gambling. I don't have a problem with gambling but I have problems with those people who keep wasting their funds. They don't have discipline and control then it's not my problem and it'll serve as a lesson for them.
The first loss should be the first and the last mistake, slap him into the reality that gambling isn't really for profit-making. The only people should waste their money on gambling are those luxurious people who think gambling is for entertainment only.
I understand this. But it won't really hurt you to help once and tell that person to change or try to be a better person. At least you warned and reminded him so he knows there won't be a second chance of help from you.
Help once? Do you even understand how hard it is to be addicted in something? Reminding him once won't help at all, it will just keep on coming back if you will just do it once. That kind of help is not needed, better ignore him if you will just do that half-hearted help of yours. If you will not be there for him, your totally useless in helping him.
And it is also expected that the helper will say that he helped only for once and again he will not help but that will be the habit of the gambler that he will ask help from different person each time and will lose all of the money in gambling which he will ask from people in help. So it is better to motivate him to do any job or any other work to earn money which may also help him to stay away from gambling.