I allow adding tenants as long as the existing tenants are in good standing.

One thing to take note of is that a lot of places that are established STR markets have regulations stating that you have to honor future bookings.

As always, some bad actors cause burdensome regulations for everyone else.Per the Akron Cleveland Association of Realtors:"For example, in Cleveland, a local agent in charge must be identified if the property is not owner-occupied.

I don’t believe any jurisdiction is getting more lax on STR regulation.

And the plan is to convert an existing Airbnb I own (and have run as an Airbnb since 2019) to PadSplit.

Quote from @Sean Gallagher: If there is an existing lease, you must honor it.

Much of my career for the last decade has been in Cybersecurity, and we feel the same about DOJ and regulations around incidents. 

Plus, very important to understand the new layout and how the dig down will effect the existing stairs, plumbing, etc.Happy to connect and talk through your specific situation because @Bruce Woodruff mentioned every project is different and know one price fits all espeically with these complex jobs.Where at in Chicago is your building?

I don't see them ever reversing the regulations.

He also doesn't control regulations in the states/cities, but his attempts to cut regulations may trickle down and impact personal property rights and people's ability to use their properties as they see fit.