I have relationships with my contractors and don't need/want a tenant who caused damages harassing them because they are unhappy they didn't get 100% of their deposit back. 

You are just starting out. you want to invest out of state, not locally.You want to skirt/evade the law.You want to engage in a rent model that requires a hands on referee at all times, remotely.You want a rent model that has strangers living with each other, raping/murdering/stealing from/harassing each other, without any ability to intervene.  

As well as received harassing emails asking why the invoice wasn’t paid.

He literally harassed me over the phone after I told him multiple times that I wasn't loaning him money. 

Especially if the tenant claims harassment.

In NYC, there's what is called a Letter of No Harassment which must be on record from tenants since often the owner wants to kick out inhabitants to renovate and boost rent and their profit.

Harassing your tenant on being late, when they are not actually late will end up with him having legal action against him.

It feels like paying a fee just to avoid harassment from code enforcement.

You need a Certificate of Non Harassment from current and past tenants.

She then proceeded to harass the landlord and property manager about EVERYTHING- the sewer, the gate, the garage - everything was not to her liking.