Of the 3 cities, I am leaning towards Charleston since it is bounded at least partially by water and wetlands which would prevent large-scale urban sprawl and increased supply of housing.

Given the large time I already put in, is there a way to force the sale with the U&O in place?

And while each of these is a potentially large expense, they pale in comparison to your biggest financial risk: A judgement against you for gross negligence.  

Work from home flex schedules is not going away and large offices are not coming back.

Go to the website of some large hard money lenders and you will often find a link that says “Affiliate.”

Question: As a rental investor, do you look for large PM firms or individuals?

This would be better than learning a large purchase may not help you tax-wise come filing time. 

Usually you need to have some experience before getting funding, however it will vary largely on the size of the rehab.

Basically I know what roofs and large expenses cost TODAY but not in 5 or 10 years.

We just closed in November on our first duplex in the 4th Ward, which will also be our first section-8 unit... the area is definitely a beast of it's own that has come to be the trouble spot of Janesville, in my opinion, due to the large amount of "slumlords" in Janesville.