This is what is happening:-Littering on my property ON CAMERA-Harassing me by calling the city and making bogus claims about heat, then refusing to let city in, to see if its true or not-When they call the city about one issue, they will rattle off a LONG list of things they should "look into".

There are plenty of camera and DVR systems that will do this.

I am looking for a camera system on one of my Flips that will send video clips to my phone so I can see when people are coming and going.

With that, would it be a bad idea to install more Ring cameras, in addition to a smart-lock, and give each contractor remote access? 

I considered that, when it snows, the outer limits of the road are a bit more difficult to make out.[3] Install cameras to document incidents, should they occur (which I would obviously inform the guests about in the Turo listing).

I will hire two different contractors one for the floors or countertops, and give the one I trust more the painting job.Among the incentives of the property, seller agrees to supply two stackable Washer/Dryers in common room, electronic metal gated fence around lot, and full security camera system in public areas. 

I am going to install cameras to keep records.

I ran into the same issues that you did… self managing is great, but you need help in order to scale and grow your businessSo now I’ve got people offshore managing my properties at a very high quality for a fraction of the cost, something worth considering.Mine can set door codes, message (or call) guests, schedule cleaners, adjust the thermostat, monitor my cameras, & call a plumber just as easily as a local PM can, for 1% of the costThey handle everything themselves and rarely need to get me involved in anything, it is the perfect hands off low cost operationI wrote much more about leveraging offshore assistants in this post here.

With wifi locks, wifi thermostat, wifi cameras and your team, you can easily do it.  

I’m taking several tools from a black light flashlight to moisture meter to thermal camera to check everything out and smell the smell for myself to see if I can figure it out.The vent stack for the water heater is a straight shot vertical up, and is a solid piece going to the roof, same for the furnace.