So be careful and make sure you interview the Expediter and that they have had success in obtaining the Letter of No Objection.As far as evidence that you need to gather, look up your buildings TAX Class.You will find it here: Building Information SearchHere you will see something that looks like this:NOTE that while this is a Dept of Buildings Web Portal, what I have circled in RED is the Department of FINANCE Building Classification.You may not have a CofO, but the Dept of Finance maybe taxing you as a 2 Family.

Be careful of people offering to help.

People who have money may prefer to seller finance but if someone is retiring they most likely don’t care about a higher sales price they want to avoid the riskYou mention ou have a 100% close rate - then why not just buy it was traditional financing if you really want the deal?

If you feel the need to let them know you will be taking care of any outstanding maintenance requests, that may be positive news for themGino

Think carefully before you do this. 

I find most times if people take care of their car, they'll take care of their home. 

The heavy cleaning and repair costs after longer stays are definitely pain points but I've seen my clients make it work by screening the tenants more carefully for MTRs, doing bi-monthly checks to catch issues early, and writing clear lease terms about maintaining the property.

Also, I think, general maintenance is centralized so 1 handyman could care for all units, which makes it easier to manage.

Take care!  

Although not a big deal, my tenant that is renting my property through THD is typically more demanding with an attitude of "I don't care, the insurance company pays for everything".