And let's assume you the CPA (or you the IRS auditor) have not read this thread and just see that person A paid $x in "discount points" and person B paid the exact same $x in "investment property fee."

You can address that by giving that person a discounted rent. 

A bank would much rather short sale a property than foreclose on it because they can't collect from a dead person. A

One person — a veteran realtor — basically gave me the Third Degree... honestly making me feel badly for what I am choosing to do. :-( I was still very nice to her and I think I won her over (not that I needed to).Anyway, long story short, I’m wondering how best to introduce myself at these events.

Is the person a former tenant or is this person someone who never had a legal right to be in the property.

Ya i spoke with a mortgage person a couple months ago, they told me the same thing.

@Ducote Kiernan I'm not a tax professional, however, we have a rental not yet in an LLC and we pay our rental expenses out of our job and our CPA uses theff m as deductions on Schedule E.

You also should touch base with @Ronan M. as he works those neighborhoods all the time and owns buildings down there.I am partial to the western suburbs.

Give your insurance person a shout. 

The meaning of is when a right in a land is inherent to the person as the natural consequences of property ownership.