So I bought this house for me as personal residence & did live there the 1st year.

And we've done it with the stock market almost fully recovered back near ATH's, the housing market staying strong despite huge changes to interest rates, etc.Maybe it's all a mirage and one last hurrah to hold on before the big crash everyone has been anticipating finally does come, and I've been a bit of a doom and gloomer myself, but I think if you'd asked a year ago if it were possible to get back to 3% inflation in a year with the stock market within 5% of all-time highs and housing prices still within 5% of the peak every single person would have said it was impossible. 

You need to look at your personal risk/reward factor. 

For ex, of more than one person is in need of service how would that be prioritized?

From a tax perspective, an LLC is a disregarded entity (meaning it is reported on your personal tax return) until you elect for the LLC to be treated otherwise.

As someone with vast rental experience in Austin, TX (and a resident of Dayton), I would suggest really conducting a PFS (Personal Financial Statement) ahead of time - if not already done - in order to better assess your purchasing capabilities, then we can dive deeper into the creative methods.Connect with me to discuss when it would be a good time to talk.

I had to be certain this deal is DOA because there is always that one person that see potential in deals most people would pass on. 

While it's a topic for another day, I'm concerned over the softening of the market for domestic travel (although personally, it's great the US $ is doing so well).

Sometimes I get a hold of a family member who knows the person I am attempting to contact - which is my book is a win!

I will say, personally if I'm going to a rental and they have a golf cart that would be AWESOME and I would love it, but I know I'm responsible.