I'm thinking about what moves to make in the near future and thought I'd ask for thoughts from anyone who's traveled my path before.

Or is the market getting flooded with tons of Condotel projects and the future looking bleak?  

I talked about good cap rate, potential for appreciation.

Try to determine asking price and potential value.

You are thinking of when the lender finally approves the offer submitted by a potential buyer.

Lastly, when looking at potential investment as a new investor, I would keep it simple and create a budget based on actual cost instead of hypotheticals.  

It is hard to say what the future holds but you just have to depend on the present.  

If you want someone to hang on to your info for future reference, give them something of value that has your info on it (bottle opener, magnetic sports calendar, pen, etc.).

If you help her out your potentially turning away a full-time tenant

It might preclude your future personal involvement.There is an alternate structure known as a Rollover as Business Startup that allows you to capitalize a new or existing business with retirement funds, and be directly involved in the business.