I’ve ran some google searches and it seems I could dominate the space.

go for it and let your good cents play a role in your factors!

I totally agree about setting up clear expectations, goals, and roles.  

Then there's factors such as absorption rates / DOM in your neighborhood.

If the easement is inactive, improperly recorded or is no longer needed or used, you can attempt to get the easement vacated but that usually takes some time the holder of the dominant estate will involve legal counsel.

I am an analyst at a real estate investment advisory firm and my main job role is to underwrite properties in our two midwestern markets of focus.

I am currently trying out Stessa, but it feels more like a "financial" and doc storage software.I currently self-manage and will be adding an executive assistant to take over this role.

What made you decide to take on that role yourself?

My 5-year attainable goal is to have 5 single-family rental properties plus 1 short-term vacation rental and to be in a director role.

In markets where sellers seem to be all over the place in pricing, where wishful thinking dominates or where there are a lot of FSBO's and/or rookie agents whose market analysis leaves something to be desired, opportunities plainly exist to exploit market pricing inefficiencies through lowball offers.