It's fundamentally unfair to give a tax advantage to a sub set of Americans.I would agree to all of your thoughts if we just had a flat tax like  Steve Forbes wanted to do when he ran for the big office.. that to me is fair..  

Exactly, It does clearly say it will need to be removed from the LLC prior to any refinanceing and upon completion of the financing it would get placed back in the LLCFannie Ma is a Residential loan and since it is a 3 flat that is typically what you would be getting.

I do believe it will be a good comp because it is the same exact neighborhood (like there is only 2 entrances to our neighborhood and they are 1/4 mile apart).I'm tempted to split hairs and try to get a new appraiser altogether, but it's unlikely that our house will appraise for high enough that we will be able to avoid the PMI (our real goal in this whole thing).

Make it a flat dollar amount every month that covers their utilities, rather than fluctuating every month.

I'd suggest dropping it altogether and letting guests fend for themselves.As a millennial myself, none of us watch tv anymore.

There are tons of benefits to doing this, and even if you buy a 2 flat in a nice neighborhood and the other unit doesn't full cover all your costs, I can bet you will be better off then just staying in the apartment downtown. 

We just helped a client close on a 2 flat  (3bedroom/1bath in each unit) in Grand Crossing-$197K. 

Flat fees and can get you started with leases, contracts, or any other questions you may have.Daniel and I have a great LLC video on YouTube discussing CPA goals vs legal goals.

However, your commute to base will be pretty long, the town doesn't have much to offer (neither does Jax really, but you are closer to the beach and to Wilmington), and most importantly, its an area of flat or even declining population growth and a very low appreciation market. 

If it's because you believe you paid an escrow fee I think you're just flat wrong.