A separate code for the delivery person is just to be able to quickly understand log files in the event of an issue.The IP camera is on 24/7 and covers the front entrance and a side angle view covering the steps all the way to the street. 

My understanding is that my insurance covers from studs into my condo. 

I have an application for new insurance, but I don't know what best practice is for covering a multifamily brownstone in Brooklyn.

I invest OOS, where my risk tolerance is the lowest and may end up purchasing a lower priced property well within my budget where I can cover any vacancies/emergencies using my own capital.

Also keeping in mind that even if the rent doesn't cover all your mortgage, that doesn't mean it isn't a great investment.

So in your scenario, if the place you were selling was 1M, but the loan was at 700k, here, many local banks would do a 200k second leaving buyer to only need to cover the last 100k. 

You don't want to limit yourself unless you have enough liquid cash to cover the difference for what you intend to buy in the future.

Lastly in what situation would a tenant want to sue you that is not covered by insurance ?

Paint, Windows, Trim, Doors, floor coverings, cabinets and countertops.

I assume I will need to get new insurance that will cover and have a clause about short term rental capability?