With the GI bill and medical retirement, school will be my "job" when I get out because those two will easily cover my expenses. 

The osb board can easily be replaced if rotted.

We have one seat per business type i.e. carpenter, painter, real estate agent, etc.

Since the location on your posts indicates you might be from out of town/state, here's a very recent article that goes into some detail on the current redevelopment plans, and timeline, for the movie theater near the property you're looking at: http://www.c-ville.com/new-owner-says-downtown-regal-to-reopen-as-dine-in-movie-theater-next-fall/#.VGjO38lWmngUp until the Stonefield development opened almost exactly two years ago (late 2012) with more screens, stadium seating and IMAX, the Regal downtown mall theater was pretty much the spot in the greater Charlottesville area for the dinner-and-a-movie crowd. 

Now the door is tight and opens and closes easily.

You could easily go upside down with a few extra vacancies, difficult evictions, or major repairs.3) you cannot be afraid to walk up to your own property and knock on the door to get to the bottom of an issue

I know what neighborhoods were up and coming, and can get everywhere very easily.

How I would determine it: if the unit tends to be difficult to rent; if it attracts the kind of renters I try to avoid; if I could easily replace it at a lower price and make a significant profit from selling it; if I had too many units or was tired of dealing with that particular unit (high maintenance, for example). 

. ;) I prefer solid hardwood mostly because it can easily be refinished, but i'm seeing a lot of benefit from going with the engineered products too.

Both are good options that can easily be held for years to come.