Developing a relationship and understanding the skillset your agent will bring to the table is vital upfront and puts even more responsibility on the buyer to have selected an agent that will get them to the finish line. 

So, I was reading this book a while back called "Setting the Table" by Danny Meyer.

We know how it works from the borrower side but we are not sure how things work on the other side of the table like how to finding borrowers etc.

Offer to run errands, make hardware store trips, bring capital to the table etc.

I was being told bring a mili to the table for STRs, or stay out.

Given the details here I'd say no, you should take any development thoughts off the table because to do that is not something one simply learns over night, there is a lot to it. $209k is very cheap for 40 acres, so that offer could be a person interested for hunting land and nothing I'd get excited over, and I wouldn't assume it means anything other than you could sell it for $209k. 

And they had a placard on the entry table that said no one is perfect but we do our best please leave a 5 star review!

I'm currently doing a cash out refinance and taking about $300k in equity while leaving equity on the table still so that it cashflows whether it's rented out long term, or as an a short term.

Refinancing a hard money loan to another hard money loan is not easy and may require the borrower bringing cash to the table if the ARV does not support the rehab budget and loan payoff amount.

Do roll out tables.