Just about any QI with a national foot print will be able to help you out with this Joseph. 

It also gives you one consolidated calendar, and allows you to print invoices for handymen, cleaners, or property management.

From there, there are a lot of companies that can help with the printing and mailing.

I had good experience with American Home Warranty, they replaced a microwave and pool pump in one property, helped with $1000 (capped, so read the fine print) for a sewer pipe issue in another, pretty straight forward process both times. paid 4XX per property (respectably had one seller pay it).$75 Service  per call fee and the yearly fee seem ok for the value provided

@Trevor Ewen If I could relocate I would move to Miami :) But my wife has a government job in NYC and my family and kids schools and friends are here.

the local xyz person/company/local governing board... will tell you everything you need to know..."

As for debt, I have about 12k left on a government student loan at 4.5%. 

No need for escrow here is where the landlord tenant guidelines should be but the link on the new and improved government site doesn't work.  

I would think you would be able to rebuild but not modify the foundation/foot print of the house? 

Can you rent the whole building using government housing programs?