It showed that more than a third of the revenue generated by those Airbnbs in New York City — $168 million — went to informal hoteliers who controlled anywhere from three to 272 properties, some of whom earned millions of (likely untaxed) dollars annually.
Living and Dying on Airbnb
Zak Stone

I don’t understand the impulse to do that. I know people that AirBnB their own homes and it’s a sort of gray area but if I had multiple properties and I was making thousands of dollars I wouldn’t hesitate to pay the tax. It’s a level of greed that just hurts me on an emotional level like the people around here who put up ultra thing walls to create more rooms so they can rent out to 11 college students instead of 7 or 8.