I have told him to call the police if he suspects something unlawful is happening.

I'm a "Marine brat" from years ago...both my Dad (served almost 30 years), My Mom (served a couple until having babies), and my oldest brother (served his 4 then became a police officer until retiring with the force).

Is it wrong morally to rent to the newest person when the first person could have rented if I had posted the notice and had a police assisted entry.  

Of course they never found it and the city of Harrisburg eventually went bankrupt due to the massive expenditure of placing the official USA Today “#1 City in the USA” graphic on every police car, ambulance, uniform, fire truck, building, park bench, police dog, memorial statue, lamppost, street light, crossing guard, trash truck… you get the point.

@Alejandro Flores Look for mail...Consult the Sheriff or local Police...ask the neighbors about activity...if you door knock, do it with the Sheriff/Police in tow...

I completely trust her, I'll buy a house sight unseen just based off of her recommendation because I know she's in it for the long haul, she'll go take pictures, she'll go over to my place to meet the police when the alarm goes off to make sure nobody is stealing my appliances, she's always trying to find me a deal and the list goes on.  

You can mention that your new handyman is a retired police officer from a drug task force hehe. 

The original roommate has caused much disruption here, between her alcoholism and related violent outbursts, to her drug use and threats, including calling the local police multiple times for a variety ridiculous things, all of which is documented, and more than once was told by the police she was becoming a habitual caller and a nuisance, then threatened with arrest.

I haven't spoken with the descendants directly.

Looked at the local crime report from the police department?