Since it's a rental (and the numbers won't work very well for a flip as they stand) you will want to run the numbers as if you were going to wholesale to a buy & hold investor.What is the rental income for the property? 

I suggest going for it.

I think in the end, as long as I'm measuring where I stand in relation to my overall goals, then I'll be just fine.  

My main interests are Flipping, and Buy and Hold.Any advice, recommendations, or suggestions seasoned investors have to share are more than welcome.

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I will know my schedule a bit better in a few days and can suggest a new time.  

I would suggest finding a lease written by a licensed property manager with a few years of experience in the area .  

If he intends on seeking federal employment after his military service, I would suggest leaving the money in the TSP.

Any suggestions on Real Estate Lawyers?

As it stands, we're updating since we plan on living there for a little while (maybe a long while and just buy a second property in the area), but we easily could've rented it with very little (if any) work and cash flowed when we bought it.