If I was you in this scenario I would be trying as hard as I could to maximize my earnings.

Based on what you all have said, over the next 5-10 years my primary pursuits will be to first and foremost maximize my education and income in my profession and secondarily to invest in my business from a cashflow perspective (buying practices and dental real estate, hiring new associates to run those practices, etc).

They might not code the expenses properly or do not know how to maximize profit and have to constantly rely on a CPA.

@Baahir StarkeyYou maximize tax savings after the fact and get guidance planning tax efficient strategies.

Under those conditions, and with kids to send to college, what property manager wouldn't maximize their take-per-owner?

Nick,You should maximize the redundancy in your plan/process/finances.

There's two primary concepts to holding rentals:hold for 6-8 years and get out so that the Reclaimed Depreciation doesn't destroy your profitshold long term to maximize the ROI year over year over year

Not that I have a crystal ball, but I see a  cycle of more CapEx/maintenance than anticipated for longer than you thought that eats into your cash flow and keeps you from updating the units, which keeps you from maximizing  rents. 

Depends if you're trying to get a handful of properties paid off quickly or maximize number of properties or maximize monthly cash flow.

@Dylan Snyder I think @Sam Shueh made a great point, I'd also like to add that you should find out what the current zoning is and the possibility to change zoning since it's such a large piece of land you may have may be able to maximize the land purchase