Chero this very well could be a turning point for him:
You know what he told me, I guess it's time to go our own ways.
I said why do you say that.
He said if you stop caring then what's the point.
Him saying if you stop caring then what is the point, he may have been saying to himself more then to you. He may be seeing that you are no longer going to help him continue to drink, he may finally see that he is truly going to have to decide whether he wants to be all alone with his bottle or stop drinking and start to live life again.