The cost of not buying could be way steeper than the few dollars in cash flow you get from waiting for the perfect place.  

If you have a reliable, thorough cleaner and you are striving for 5 star ratings, I would pay the cleaner whatever they request.When I finally found such a cleaner, I asked her how much she wanted to make it worth her while to guarantee my unit would be cleaned perfectly and on time.

There is no perfect software out there.

It seemed to be the perfect storm where no one else was responsible (insurance, tenants, city). 

Don't wait for the perfect deal to come up, the most important thing is to get started.

There is no perfect software out there.

It sounds perfect, but there are a few things about scaling it:1) There is a set amount of properties to work with. 

That's doable in a much shorter time, and they won't crack if you don't have a perfect subfloor.

And I provide Rent to own homes for people with less -than perfect credit 

Taking reasonable action and getting in the game early is so much more important than waiting for the "perfect" deal that will never come.