The reason is since I am the owner of the LLC, it's income is reported in my personal taxes. 

I would personally narrow it down to 2-3 cities and see which city you can build the best team in and then go from there.

Personally, I use Hospitable as my channel manager and Baselane for all my bookkeeping, banking and tenant/guest related activities.

Income taxes vary by person and jurisdiction.

It’s crazy that a person who is getting good government assistance doesn’t pay.  

Personally I'd work to find a way to hold out.

Personally, I prefer the CRM approach (see diagram) since the homeowner communication is critical -- besides, without them, there is no deal.   

At least that's my current personal opinion/strategy. - John

They even in their heart of hearts really want to, and really try, to leave a place "move-in ready" for the next person.

What you want is doable, outlining your contract agreement in a non-binding LOI with the owner, for instance, referencing what you speak of, rent abatement, TI allowances if needed, due diligence time frame, and general lease terms needed.