As a contractor, not just an investor which I also am, my advice to anyone is to do everything they can to minimize these threats to our investments in every way possible.

IF that's true, then he poses very little threat to you and should be a good prospect.I am a little concerned because you mention he's been living with family, which indicates he is not self-sufficient and you may not be sharing the whole picture.

Sucks to have to use a "threat", but I would just give them notice that if it is not paid in full by a date of your choice that you will be taking them to small claims court. 

The threat of loss, can result in better behavior.

They are there for punishment / threat purposes to create a penalty for being late.  

The mere fact people are still fleeing the cold and seeking the heat tells you badly run governments are a much bigger threat to your finances and personal well being.

@Vadim Babets- thanks for the  post - sounds like you are  already  " overbudgeting " ..as it sounds like you are aware - this is a good strategy  to use  ....unfortunately  with  inflation /  supply chain woes /  threat of  WW3 and covid  residual  issues  - there  is a good likelihood that the costs and  timelines  will only  get even  worse than you are  budgeting  .....(  IMO) 

Like I said in the paragraph above, thinking back, my concern wasn't specifically about the disability, more so about his intention in sharing it with me and whether he posed any threat to other tenants/myself.  

We have the threat of Hurricanes for about 5 months out of the year but we get about a week head start to stay or go.. probably the most preferable natural disaster if there is such a thing.

@Frank Adams it is rare I hear a new idea on BP, but this is the first time I have heard of using the threat of IRS reporting of forgiven debt as a way to get people to pay.