Just got an email from the city saying they're tightening short-term rental regulations again. Apparently the new rules require: 1. Annual registration renewal (was every 2 years) 2. A quarterly occupancy tax filing instead of having Airbnb collect it 3. New insurance requirements ($1M liability minimum) 4. Maximum 2 listings per person without a hotel license Is anyone else in Chicago dealing with this? The quarterly tax filing seems like a huge hassle. And the insurance requirement — does normal homeowner's insurance even cover STR activity? Would love to hear from other Chicago hosts on how you're handling these changes.