During the day, I am the lead Power & Controls Electrical Engineer at a Fortune 500 coffee manufacturing plant.  

You get less control of your investment.

So you will have lost Nov, Dec, and Jan rent plus the cost of fixing the place. 

But if you are paying the person doing the inspections, they may need to be licences, since they are offering services that appear to be controlled in your area.If you find issues, it depends on what you are trying to do.  

I strongly advise against buying condos for investment purposes (though like anything, they will work if bought cheap enough), b/c of the HOA fees and lack of control over your property.

I like having control of my access to information, to know what properties are available and which I can see and when.

The part that frustrates me the most however is that I have spent hours upon hours setting up my quickbooks account, getting my chart of accounts setup, recurring transactions, etc. and now most of that time is lost.

I own for the long haul and want my properties to remain in good shape, so my lease has landscaping and pest control on me.  

Additionally I want to maintain more control over the real estate aspect of our program (aside from helping to generate revenue, this real estate 'initiative' will also serve as an educational tool) than what I may currently have over the non profit org.I'm looking for general ideals on entity setup (LLC, For profit corporation,  etc.).

The Fed can control short term rates, but the market controls mortgage backed securities and mortgage backed securities determine mortgage rates.