[RWebb]

"Hey - we've been friends for a long time and I value that. But you know my own finances aren't the greatest right now and I need money right now. You are gonna have to find another place to live."

Then put a time limit on it. Maybe 2 days, maybe 3. Do NOT change the time limit. Put his stuff out on the curb if you have to. Be sure to call a locksmith to change the locks.

Continue to help him once he's out - buy him a [root] beer, lunch. Talk to him, pass him some contact info for therapy, etc.

But you have to get him out. It'll be good for him - eventually.