Ideal location would be in the fresh market Plaza on Wickham Rd next to medical city 

I'm probably going to sell it next year while I can still get the capital gains exemption and after some development in the area is completed which I believe will bring the value up.If I buy more property out of state (I'm considering it) I will try to manage it myself.

Exemption if you sell to non owner occupied buyers, and if it's an entity to entity transaction (in other words, selling deals to other investors through an entity is fair game all day long).4.

And finally, if your being honest, you're terrified and would absolutely be medically diagnosed with analysis paralysis. 

We fell into a dismal financial situation in NYC (medical bills, costly immigration fees, snowballing living expenses...) and decided to move to Tucson where the cost and pace of living is more manageable.

To deal with short-term rentals by hotels and other similar businesses,  the states simply exempt them from these licensing laws if they have a legal hotel/motel operating permit.

@Gabriel GrahamWelcome Gabe - have you thought about the types of investments you'd like to pursue, ie residential rentals, commercial or perhaps even more specific medical office which I'd assume you already may know a lot about given your dayjob?

Because the "owner" of the LLC is your IRA ( a tax exempt entity) there will be no taxes due. 

Plus I didn't have a home exemption so was taxed as an out of stater.

I just finished my studies to become an emergency medical technician.