He needs to pay what he owes in full today or sooner and make it very clear that even if he has to go with out food rent is due in full on the first every month or you evict.Tenants in difficult situations take advantage of soft landlords.

This literally just meant I went down to Wells Fargo, set up a "trust" account, which was just like any other account, but it has the "trust" labeled on the checks, etc.  

Where would someone put their toothbrushes, cleaning products, toilet paper, towels, etc.  

Handyman put ladder in her bathtub to paint the ceiling above the tub, and didn't lay protection down first (tarp, towel) so the tub basin is scratched now.A/C unit in the bedroom was not installed properly years ago, and there were gaps you can see straight outside.  

I've been using Navajo White from Home Depot which is a soft tan color.

Well, I just went by tonight to drop off a door I am replacing (for another tenant and put it in the basement for the time being) Low and behold, the dryer was running and the washer had wet towels in it.

Maybe I'm too soft to make it as a landlord.  

He didn't need the money and had a soft heart, and had this really weird fear of vacancies, even though vacancies gave me the opportunity to raise rents exponentially with new tenants.I'd give an option B, if you can afford it. 

I first would start soft, with having a conversation with him.  50% chance he will allow for a resolution. 

Depending on the state, using the seller's agent might be your soft spot.