PPC is $$$ and should not be your first choice in my opinion. d4d or cold calling is more cost effective to start often. 

However, an incredibly iconic and historic building in our hometown city is currently at risk for being either demolished and redeveloped, or rushed through local legislator to become a government building.

QBO can accomplish that as well, but I think Cozy is much more cost effective for that.

You already said he wouldn't qualify to rent the place if the insurance company wasn't paying, so then you'd have someone staying there that couldn't pay and you'd be forced to do a long drawn out eviction (assuming evictions have resumed by then and no additional moratoriums had been put in effect). 

Its a subject-to purchase, effectively with no agreements. 

PM is a skill like anything else and it will take him time to get up to speed to be effective at this.2.

I would look into BRRRR method options to leverage your cash more effectively and get to your goals a bit faster.

Its incredibly frustrating that a homeowner can rent their unit out, for a pretty good sum, and not suffer any consequences for non-payment of past dues.

If Covid does not go away and this next stimulus is not as effective as we need it to be, what is some insight on a POTENTIAL larger scale eviction?

I appreciate all the valuable information provided on bigger pockets and I wanted to formally introduce myself and get started meeting you incredible people.