Each unit in teh building has their own master water shutoff valve, so I can't imagine it will be that difficult to get some hardware + automated billing system through someone.

I would make sure they have great systems in place and have great communication with you.

I recommend finding a strong brokerage with investor-friendly agents who are doing a high amount of volume.You can set up systems and procedures to make it easy for them to refer your company over. and keep their clients happy.

Not trying to cheat the system, just trying to understand what I'm looking as I consider real estate options.Separately, would something with an ADU be considered a multifamily?  

It is already equipped with a fire suppression system and monitoring.

Let me investigate a house with your local agent and take photos of the major systems BEFORE YOU MAKE AN OFFER.

There is an unfinished basement which will likely be permitted to convert into an ADU but might trigger the installation of a fire sprinkler system ($30k).

From what I have read, most internet "gurus" suggest putting each property into its own LLC, 123 Main St.

Almost feel like a roll of the dice and you just gotta pray you don't run into a tenant that can game the system and this case even have more fuel to their fire since they are unpermitted. 

Anybody can market a set of trust documents on the internet.