yes not much, but he still always looking for it, sometimes he tells me when he finds giveaway with sizable reward

yes I've advised him to stop, but it was difficult if someone is already addicted. but I would not lend him the capital again, it is my way to suggest he quit gambling
Well I think your a good friend, but sometimes you as a friend had a limitation in giving him advise, and if your friend is really addicted to gambling that would be the problem. maybe you can be straight to him, to stop in his gambling addiction
maybe he will have a second though about it? well good luck and you might never know if it's gonna work?