The Department of Buildings said that if we state in the application that the Airbnb is part of our living space and not a separate space, then it'll be approved.

You're starting in the right place to build out your investment team.

I also use the BIGGERPOCKETS calculators to keep track of things like ROI and cash flow projections and update the data there on my buildings frequently.

Sorry you had that headache with the office building!

HOA has a Reserve Study outlining $400,000 in outstanding work that needs to be done between the two buildings and property.

Both of these may impact your DTI.One of the difficulties in holding properties for a long time is that equity builds up (either naturally or by forcing with renovation), and I need to sell or refinance to get the equity. 

I'm starting to build out my team, so any connections/recommendations for PMs, agents, etc. would be awesome. 

Quote from @Austin Prewett: The land comes with the house, so you're looking at the value of the entire property.The only reason to consider the land separately is if you plan to tear down and build on the land, but even then you are considering what the final value will be with a home built on it.

I'm looking to build on .44 acres in Wilmington NC.

I have resorted to FB with a biz profile and have blocked her profile so we will see what happens although I haven't had any luck with FB before.