I don't like seeing a bunch of blue haired nerds running around crying about how evil their landlord's are for forcing them to pay their rent on time, but I don't want being a blue haired nerd to become a criminal offense.

If this is not available then we have done demo and just removed the structure.Sidenote for people who see the title: Do not burn down a house on purpose for insurance reasons.....That is called fraud and is criminal :) 

But it put them out of business big time and they were lucky nothing criminal was brought against them.

While you can have a checklist of income, credit score, criminal background, landlord reference, etc, to me the bigger tell of good versus less than good tenants came from all the interactions prior to leasing.  

Good Cause Eviction, the 2019 TPA, the history of moratoriums, and the clean slate act sealing criminal records and other offenses. 

Also, was there a background check on the tenants possibly having criminal backgrounds and or background check to determine if the tenants had ever been evicted in the past?

It will be money well spent.Also, criminals know how to check which properties in the area are STRs and might be vacant during most of the winter.  

Report him to your local licensing boards as well as make police reports, even if not a realtor he will get large fines and potentially criminal charges. 

In most places you can deny on credit and criminal history. 

It's deterrence vs catching the criminal.