Russ has a lot of creative solutions and uses established case law to work in ways that some of the more "cut & dry" intermediaries do not.

We had been kicking around the idea of investing in an Airbnb property for a year or so, but couldn't identify a location that compelled us as a place we'd like to establish ourselves and regularly visit.

(Making judgements based on family status, number of kids, medical animals, etc etc..)4) When you get that first repair call 10pm Saturday night for a leaking roof or water heater do you have a trusted/dependable guy to call and get it fixed that night?

To protect yourself, I would establish 2 separate agreements one for the construction contract with the lender and another profit-sharing agreement with the lot owner.

It's common for traveling medical professionals to extend their contracts.

I’d search out an established local operator and pay them to operate it.

My objective is to establish my network in the region prior to my arrival.

Accept whoever applies" is an idea that would cost you a bucket of money in the long run.Bankruptcy is usually a "no" unless it appears to be a one-time event caused by something out of their control such as a massive medical bill or a business failure. 

Fill out both medical and legal power of attorneys.  

Establish a Charitable Remainder Trust (CRT): By placing the property into a CRT, you can receive a charitable deduction, defer capital gains taxes, and receive income from the trust.