First, get as organized as possible and present yourself as a business, even if it's just you running a business.

I’m thinking this would make a bit of sense for me since it’s a busy market (I think) and it’s only a 45 minute flight from my location.

I do however know a few people that have scaled up STR businesses here, like one friend/client who has 12 and there are some bigger players for sure.

Those are ownership stakes in the business that owns the property, not ownership in the property itself.

Its not even in the news cycle about "ambulance chasing laywers" suing high networth individuals. 

I use Quicken for my personal finances and to see balances in business bank accounts.All my rental and expense stuff I keep in Excel.

I guess even though the numbers dont make sense I want to give my kids a place to live when I am gone and a rental a piece as they get nothing until there 30 from my parents trust if, I am gone It might mean putting my private residence up for grabs to get deal done or just invest somewhere else and she told me to write a business plan as to what I want to do she said she will get a financial planner and go over my business plan. 

Of course late payers aren't ideal but that's why they're renters and not owners, it's going to happen in the business but if there's no communication then that's concerning.

I originally thought it would be an issue and provided streaming Charter but when I would ask after stays I was always told either no one bothered watching TV at all (too busy at the parks, etc) or they all had their own streaming services already and didn't need any.

Take a look at each room individually, mentioning both the structural and aesthetic elements.