The contractor has to go there to get more precise estimates. 

One I am working on right now told me right up front that was the ONLY way he wanted to do it, precisely for those reasons mentioned.

In addition to that, they often don't report precisely what they did to fix a problem, or which problems they forgot to work on.This leads me to needing a centralized system to track/manage their tasks.I suppose before I get to my ideas - does anyone have this problem, and have a ready-to-go app or service they use to organize handymen, that they've found useful, especially given that handymen are often not technologically adept, and have very little interest in downloading a new app or learning a new system?

And to really nail down your numbers, get estoppel certificates from all the tenants prior to closing that shows the precise economics of each lease. 

Closing costs vary and I can't precisely give you how much they are, but a current rough estimate on a 700k purchase would be about 2% or 12k-15k.

Probates are very rule oriented and attorneys need to follow them precisely.

We provide them with precisely what they need to move or handle their problem, and hold the rest back contingent on them meeting the specifications of the contact.

I agree, I need to be more precise on my strategy.

Precise and organized work areas usually produce precise and organized work. 

Which is precisely what my business partner and I are finding right now, which field to dive into.