Also included is a statement submitted to the police regarding Mr P's behavior.

I now find it difficult to trust a company with such questionable behavior moving forward.

You need to check with a local attorney because the laws in your state may differ from ours.In general,contractors are not usually legally responsible for theft that occurs on your property unless you can prove legally negligent behavior on the contractors part.You should read the contract you signed to see if they have a limited liability clause,if any.

You might get some extra witnesses, so that you can prove a pattern of behavior.

It took years to change my behavior even though I had convinced everyone that I had changed almost immediately after I was arrested.

The deposit/monthly fee has no bearing on influencing behavior in my experience. 

I doesn't really care about 700, but that guy's attitude and behavior really pissed me off.

It's about the behavior of the animal and how responsible is the pet owner. 

IMO that would not solve the problem this tenant has, which I believe is they spend every "spare cent" and then discover bank fees or some other "emergencies" have eaten some of that "spare" money.As already mentioned above, rather than you training the tenant that you will not tolerate late rent payment without the late fees being paid, the tenant has instead trained you the landlord to allow the tenant to get away with this behavior with paying late.

I can't believe there is a signed contract with specific languages dictating behaviors of both sides - Buyer AND Seller, and yet Fannie Mae breaks their rules all the time, never met any of their deadlines, and suffers no consequences.