hi badchoices-
here in sr, we try to determine our boundaries with our alcoholic and stick to them.
for example you could choose a boundary that if he is drinking, you exit.
if his drinking is not okay with you, then it's probably not a good idea to drink with him and stick it out with him during his benders. this certainly would send him mixed signals, no?
i agree with the advice above that it would be best to re-establish your relationship with him once he has some more sober time under his belt. he's already relapsed twice in two months.
his recovery is his. if he can only stay sober in an sle, then perhaps he should return there?
also, just a warning, watch your "helpfulness" isn't enabling him to drink. for example, he stopped drinking when he ran out of money. i wouldn't give him any money. alcoholics can bleed you dry in many ways, including financially.