We recommend you get management contracts from several PMCs and compare the services they cover and, more importantly, what they each DO NOT cover.

That said you certainly need to manage your cash well in order to cover the bills in the down season. 

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

Here is why:  While you will adequately insure your property against various guest perils, your insurance does not cover gross negligence. 

Can't really see the metal wall from my house but you can see the roof to the commercial building as you're driving in and in the winter the trees provide less cover - although there is a very high and nice privacy fence to separate. 

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

We recommend you get management contracts from several PMCs and compare the services they cover and, more importantly, what they each DO NOT cover.

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. 

If you can cover your PITI in CA you found a good deal.