He's got you on the ole hamster wheel. It's seems the more you do for him, the more you do. Can you see it for the game it is?
So if he chooses not to self manage his emotional state ( which he is, as you know, quite capable of doing) his diabetic state will preclude him from returning to rehab and instead, going to prison?
If he chooses to not pack himself up, well then, guess what. He goes back to rehab or prison, with the clothes on his back, like a street urchin. His choices/his consequences.
So breathe. Take each hour as it comes. And let him begin to realize the consequences of his silly choices.