We now owe 105k on the house, but we aren't set on staying there long term (don't like the back yard, long commute, less than ideal school zone).

Our lots are within an established subdivision (mountainsidevillage.com) in an ideal location for Jackson commuters and vacation/tourists alike.

My long term goal is to 1031 exchange a portfolio of residential investment properties (ideally all multiplexes, but probably some 1-2%/mo sfrs) into a larger commercial property, ideally 15+ units, with a much more hands off operation. with that in mind, would it be better for me to save up for a larger down payment and never live in my properties, only manage from within 50-75miles (my Dallas proper neighborhood is NOT in my current budget right now) or would it be okay to #HOUSEHACK my first one and then househack a second one in 18-24months, etc. anyone go down this path before that can offer some advice?

Ideally I am looking for something that he can stay in while he's there and do any work that needs to be done and keep it as a rental when he goes on to the next job.

Ideally you will get them on a lease of yours but it's not the end of the world if you don't.

Ideally looking to buy multiple units in a single purchase (multi-family).  

Never, but the banks I deal with love to use 75% vacancy for LTR (stupid, Bozeman has 100% occupancy for LTR, never in my 15 years PM'ing here have I had an empty apartment), and 50% for STR (due to the nature of my market).

Ideally, you're hitting your entire list every 6 months... but you've got to work up to that.4.

Truthfully these two have been the ideal tenants.

The location is in a highly ideal location in terms of a rapidly growing neighborhood in Philadelphia.