That’s far from a certainty without more information but my radar would certainly be on high alert if this behavior is happening consistently.

Economist Richard Thaler was awarded the Nobel Prize last year for articulating what my kindergarten teacher knew instinctively -- to encourage people to behave in a certain way, you add gold stars after their name to reward their good behavior.

Tenants are on their best behavior when applying for a unit.

Investing will magnify current habits and behaviors. 

This "guaranteed eviction reality" changes tenant behavior.

Are you condoning the sort of behavior I am pointing out?

You can deny if: They cannot afford the rental, evictions for non-payment, recent bankruptcy, financially reckless behavior, etc.

How do we file a report so that this behavior shows up on any tenant searches when he moves again? 

I would call it a D class neighborhood, I have seen some very SKETCH behaviors in that neighborhood, I had a coworker who saw a homicide at the gas station on cutting and 37th.

You can’t predict the behavior of 4000 people.