I would be extremely leery. All this sudden contact is making me suspicious that he's about to ask you for something big, like to pay for his rent on a house or sign for a car or just letting him come back home.
I would minimize contact with him and if he asks you a silly question that he can figure out himself, like should he go to immediate care, just text, "I trust you to make your own good decision about that" and then go silent.
Whether or not he's an addict, he is living a horrible lifestyle and making questionable choices. I'd keep it distant and cool. Remember that he is capable of being charming before he moves in for the kill. Please watch out.
