But you said it best, it's about what risk is worth taking and I will need to figure out if I want to stress a little more or relax and ride the wave. 

I told them to call AirBNB and gave them the phone number, but it was completely unclear what the nightly price was (with week/month discount and higher fees for holidays, etc).Thanks for bringing up this topic @Trish Mccoy!

Are there holidays you want to emphasize or avoid?

The guy relaxed and stopped shaking and said, "Oh, thank you.

December is usually the slowest month because of the holidays and weather.

Indeed, they generally want a cheap holiday, they don't need a kitchen or a living room since they spend most of their time at the various resort facilities, including restaurants.

The rules of evidence are relaxed and almost any evidence you have will be admitted by the judge."

In addition to Jacob's recommendations, I would add The Obstacle is the Way by Ryan Holiday. 

I hope you're good at snaking drains, fixing electrical, fixing water leaks, etc...at 4am and on Holidays (don't make family plans). 

I understand pros and cons, but thinking maybe a good close to home pro as far as a hard money lender and him possibly being a little more relaxed with the interest he would charge us.