Kevin L.
Here's a question if you renew (which is a bad idea IMO) where or when will you draw the line with this tenant?
If you give in here then he knows how to manipulate YOU to get what HE wants.
Next it will subletting without asking you, then consigning his loan for a car. What's to stop tenant from painting everything pitch black or worse puke green.
I'm not saying be a total jerk but he's kind of asking for some tough love and you have to be firm. Some people don't understand politeness they think it's weakness or lack of intelligence.
I don't see why you're even willing to jump through all these hoops for an angry tenant who's paying way below market rent let him walk. If he's willing to threaten moving out and he was just bluffing well to bad in the grown up world you get called out on bluffs especially when you can't back them up.
It wold be much easier to give him his non-renewal notice to vacate and get a new tenant in at the market rate.
I'm the end it's your choice but I wouldn't bow down to a tenant my $.02