I think running your numbers and setting your goals is your best bet.I would stay away from condos, the condo boards can be a pain the neck.

How do you deal with people that are never happy with what they have and are pain in the A$$ to deal with?  

It can be a pain to maintain the property's appearance to historic standards, and it is almost always way more expensive.

Borrowers can quickly expect and even demand forgiveness or relief while not really in hardship or being in position hidden from the Mortgagee to recover from said hardship.  

I found a property that is obviously abandoned. After doing some research on the home I've found that the original deed is not assumable without VA approval. In 2011 an Order of Notice was given by the Land Court/ Tri...

People who bought and hold aggressively between 2009 until now are doing very well, but if the market flatten out or go negative & your strategy depends on equity gain, you will be in a world of pain.

@John Baker, what I mean is that as an investor your business card just as all of your marketing should promote what you do; help alleviate pain from home owners with distressed properties. 

Being a landlord is a pain in the butt.  

my son has a neurological illness that throws him into excruciating pain.

You may be able to get some history with name and birthdate and maybe a driver's license number but my immediate thoughts are that they are either hiding something or extremely paranoid, either way they are going to be a pain in the butt.I will not enter into a fiscal contract with and rent to anyone that I cannot verify who they are and do my due diligence on.