The property would also have to debt cover at 80%.

As far as questions to ask, the big ones should be covered in the financials of the updates you get.

Find a property that will bring in enough rent to cover all the expenses.

If you are convinced this is the guru you want to follow, pick up a cheap resale on amazon or ebay...read and study it cover to cover. 

It seems as if the options for owner-occupiers of three-unit properties are pretty limited, especially if the building has a flat roof. 

I also have multiple annuities that would cover 100% of the purchase price.

Did we need that housing expense covered to build a business?

BiggerPockets has a new STR calculator that can help you pencil out data from these types of sites as well. https://www.biggerpockets.com/airbnb-calculatorLast thing, we have a weekly newsletter here called BiggerStays that covers all things STR-related! 

.”• I pay all the costs – things like Real Estate Commission - Title Insurance - Escrow Fees - Transfer Tax -Termite Clearance - Roof Certification – the list goes on and on..• And I buy them in an “as is” condition.

I have to file an addendum or contingency clause covering it.