The signing parties are "stopped" from saying anything different after they sign the letter.Each Tenant Estoppel Letter states the attached copy of the tenant lease is accurate and was signed by the tenant, there are no other written or verbal agreements, the tenant has paid rent through a certain date, and there is no prepaid rent other than the current month.

I would fist run the numbers to see if it is a good deal at the price and everything else, and then I would drive down the streets to see if you see any licensed contractor signs/trucks.

And that is always a tell tale sign to me. 

The lease has a clause where if full rent is not paid by the 10th of month, I am allowed to evict as he broke the lease agreement.I am willing to work with him but overall I would like him to move out as I seen major signs of depression and hoarding behavior but I don't want him to turn into a squatter.

Just curious, since I'm currently having my STR designed and furnished and my next step was to sign up for dynamic pricing. 

It super easy you sign up to have a quick call and do a quick tutorial with a Rep and you receive a certificate that you give to the Banker/Loan officer.

We post a sign in the front of our office..."

I suspect this was just an anomaly but it could be a sign of things to come.

Once they sign the lease and pay the deposit I credit them back the cost of the background checks off their first month’s rent.

I ask for a list of their current ongoing monthly expenses.Lastly, I have them sign an authorization to check all the above with their bank, their employer, etc.