I think the best thing that could happen at this point is for him to show up on your doorstep. If rent is due on the 1st, he’ll see he has trouble then, but it may depend on how long his landlord takes before evictions on how soon he’ll show up. One interesting thought: I doubt he has many actual “possessions” that he took with him that he hasn’t sold off. If he’s actually evicted, they’ll take all his stuff and put it on the curbside. That would include those stacks and stacks of CDs.
I’d like to see how many of his “friends” help him if that happens. That’s when you can be sure he’ll be coming to you for help.