It is not going to help if you tolerate him and you still lend him some money even if you understand the situation and it's okay for you that you have the idea that guy might not be able to pay.
It is not compassion if you're going to help him get some money so that he can continue to gamble. A real friend won't tolerate that but instead will educate the addicted gambler to stop it.
Whether he'll get love or hate from that addicted gambler, at least you have expressed and said the right thing to do.
It's true, as true friends we should be able to give good advice and advice to the gambler, but I don't think all true friends are willing to give good advice because the worry is whether the gambler will accept good advice from us if he can't accept it. then it will become a new problem between friendships, right?
And in my opinion, the step we have to take is to give a small loan only once if he can't and give an agreement that if he can't pay it back as promised then next time he won't be given another loan so that in this way the gambler immediately understands and become aware immediately so you can reduce your gambling addiction slowly.
IMHO, the gambler will eventually realize that the care is there from the true friend that suggests him to quit and doesn't tolerate his addiction.
He may think as much as he can that he's not getting help and they're not real friends. But as we have said, real friends will never tolerate their friends for their bad actions.
And those actions are going to put them into a bad situation that they may have hard time of getting out.