While I understand that people are not necessarily looking at it from a host perspective, the check-in time exists for a reason and is as early as I can guarantee on a regular basis.  

What is your Guarantee?

I have a couple investors that are willing to put up the 50k (with interest) So do I just need a letter from them guaranteeing the funds? 

The objection is: it is an option to buy not a guarantee.

I also don't want to keep taking financial hits bc they can't pay student loans.So what I'm thinking about is getting them to put up $1000-1500 in additional earnest money to give a guarantee that they close.

It's a profession that we do all that work and countless hours and have no guarantee if we will get paid.

My income is based off the sales I generate so it’s not guaranteed.

I'm on the fence about spending the money because there's no guarantee I'll get market rent after the fact.

* What is your Guarantee?

yes I have thought about the STR, but it is quite the leap of faith to spend all of the money upfront with all of the required furnishings with no guarantees of bookings and then also I don't know if I would be able to devote the required amount of time that is needed for that.