Person to person deals will always be fine because those are arms length if neither person has a license.

I hear a lot about standard personal loans, mortgages, etc - but do banks or smaller players consider situations like the above?

Listen, this is a lesson and a tough one and yes you could sue but I'm sure you are not the first person to try to sue these guys.

A tenant complaining online might indicate that the property manager handled them appropriately, so be sure to ask the manager for their side of the story.7.

If you were to sell and 1031 into better cash flowing markets, OR just sell and pay the taxes (maybe you're left with $1.1-1.3mil), you could pay cash for 2-4 properties, get property managers in there to handle everything, and net probably $6k-9k per month. 

And hope to see you out on the forums, and in person, soon...

I make sure to ask that the person applicant gives me is the owner not the property manager 

If you are interested, we have an in-person event coming up this Saturday where we are diving in to AirBnB / Short-term rentals in Chicago. 

Personally, I'm hoping they bring on a portal for tenant maintenance requests.

The main goal is of course to omit my personal housing cost each month as I will be returning to college.