I had a bunch of people reaching out to book the place for a day or so to host parties. 

So I can accept the proceeds from the two party check insurance will send without penalty of “tax on boot”?  

I even have a friend who received an unfounded complaint from a neighbor (the neighbor was just against STRs, no events/parties that occurred), and now their property is temporarily banned/under review, regardless of them abiding by all rules.

Expect to allocate less time  towards management functions if self-performed or more favorable management fee structures if 3rd party management companies are utilized (which ties back to #1, as well).

Who pays for maintenance is determined by the written contract between parties, not a list on the internet.

I believe that when determining value in commercial real estate part is based on current rent. 

In the operation, you should use a third party dynamic pricing platform that will adjust your night rate automatically based on the data they have in the area. 4.

One thing it's lacking is with its API integrations with 3rd parties.

But unrelated parties who may move out w/o the others it does get to be a bit more tricky. 

A good vendor will often provide insights and a documented professional opinion, which can serve as third-party confirmation.