They do not have retirement benefits other than SS and Medicare and the way it stands right now, we will inherit debt in a house that needs a complete rehab. 

Before you do that I would find out what legal leg you can stand on, be it your lease or some local law you can point out.

As you are aware, the long standing tenant can get a lawyer and assistance from the housing rights advocacy agency.Which could cost you court fees, relocation and additional FREE rental occupancy for the tenant ( judges do this a lot). 

Hi Joseph-No question forced air is better; from a rentability stand point it doesn't matter too much.  

I would need two stand along units.

If you were looking for "safe" cashflow and ROI, would you look at a triple net lease with a nationwide brand as the tenant in a stand alone property?

They could make it so that anything other than "no" in the "funny business" column was bright red, but that's nitpicking because a single "yes" in a sea of "no" is going to stand out anyways.

At this point, the $250/month isn't going to help or hurt me, so I feel that it is better used this way.I do understand the risk involved with the Owner, however, he is an attorney also and a long standing client of mine, so there is a good level of trust between us.

Not always the cheapest option, but they will stand by their work.

We have been to an REI meeting at the BW on 44th st and we are also members of the RPOA so I am excited to put names and faces together at future meetings!