Not to mention, they weren’t aware of my entity information and other organizational details I’d previously sent (ie state formation, scope of work, etc.); easy stuff.

There are a lot of ways to crash and burn, so increasing the odds of succeeding long term should be your highest priority. you can always sell your local assets once you're comfortable managing rentals and ready for a market that better-suits your criteria. btw, kudos for being self-aware of your limitations.

I am aware of the properties at Wolf Run in Reno NV, Inspire on 22nd in Austin TX and Hayworth Tanglewood in Houston TX that have suspended their monthly distributions.

Your age might raise some eyebrows initially, but as long as you're professional then you should be good.

Exactly 1 year later my first tenant moved his family in where his kids and dog can play in the massive yard while raising 2 cows in the barn.

If they support a rent increase, you could look into raising your rents by that amount to offset the cost.

I find condos/townhomes to be easier to manage out of state because the HOA handles a lot of the maintenance, just be aware of condo fees and find a place that is reasonable like $300-400/mo or less if you are lucky.

Is your insurance aware of it? 

I owned for 37 years, raised the rent many times, and later sold for 6X what I paid. 

I suspect that number might be raised.