As for the purchase part, definately going to repeat the recommendation from @Joe Funari of finding an agent that is also an investor and I would also encourage you to look at the property through the eyes of an investor. 

Branch out and get on every platform that you can, with the ultimate goal of taking only private bookings from repeat guests....But yes, everyone here is probably a Premier Host or Super Host.

You can do it yourself by contacting the local secretary of state (typically), hire an attorney, or use platforms like legalzoom.

I have a project management platform that I use with my clients so I can be more organized with the tasks that needs to be done and with timeline.You will definitely want someone that knows development to handle your books.

I've spoken to our loan underwriter and he's encouraged us to wait until Spring of next year as he is expecting a market correction at some point. 

Thank you again for all the advice and encouragement!!

Thank you so much for the encourage and motivation, Sarita!

What strategies could I use in this scenario to encourage them to sign a lease for December?

After talking with some experienced people, they encouraged me to jump into the water and start learning carefully from the way.

Thank you for the encouraging advice, I really appreciate that!