I'll complete some easier projects to save on labor. 

., this definitely makes this process a lot cleaner & easier to manage. 

I've stayed within this niche moving forward which has helped me to focus and find deals easier due to my familiarity with the niche as a local investor. 

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But, given that he has a primary residence there already that he must leave (Army doesn't give much choice on location), if he isn't able to sell the property quickly for at least break even, and can't take a deduction for a loss, my thinking is to flip it to a rental (question is which kind makes the most sense), he should be able to cash flow given his monthly expenses, even if only $100/mo, then if he still sells for a loss in a year or two, he could take a deduction.  

In WI we write our own so things are much easier.  

Residential real estate has always been a great spot to invest since it is easier to get in/out than other sectors.

It's been much easier and more cost effective for me to manage than an actual hot tub.

I've been looking into going with the route of section 8 (or housing choice voucher).