The deeper you dig, the more dangerous, the more safety precautions are needed for the install, the more money. 

I guess that is when i would begin to dive deeper into finding harder numbers??  

I do act above board and carry high liability and umbrella limits.The transfer to an LLC issue goes deeper than a possible DOS violation from your lender.  

The HA has deeper pockets than the tenant.

Given that it is still returning 6 figures and currently has a 95% vacancy I think that the deal looks worth digging deeper into.

I'll make sure to dig a little deeper and see what amount it would be.

It's a 1948 home (no worries, I'm aware of the headaches that may come), but I've requested an electrician to take a deeper look.

But that's a whole other ball game so it'll take some time before I delve into that.

The plan was to dig the new ditch an inch or so deeper than the existing trench much closer to the tree, away from the house, to gather that water and move it toward the street at a slight down slope.

I think your above response is excellent advice as a metric for any investor, but may be a little tough to track as you noted.Much of what I talked about was more in line with what a property management company can actually tell you as an investor and how you can use that data to dig deeper.