The whole thing About helping vs enabling is also a bit confusing for me. I think there are grey areas myself....
The whole thing on money handling reminds me a bit of that movie The Girl With The Dragon Tattoo. Don't know if you saw that one. That was a very creepy dude.
I won't say don't do it; just use caution as you could be setting yourself up for resentment from him, and triggering something negative in you.
If my BF asked; I would probably do it for him; but then what would happen is I'd go on a wild shopping spree and he'd figure out pretty fast that he had to get his act together quick like. I don't think it would trigger me to obsess over what he spent money for, or what be wanted it for. And as long as there were other shared duties in the relationship; this wouldn't bother me.
Although it would be temporary I would assume while he was receiving some kind of treatment to help him learn to deal with his triggers.
I wish you the best whatever route you choose.