…no part of a Lot or Dwelling shall be used or caused to be used or allowed or authorized in any way, directly or indirectly, for any business, commercial, manufacturing, mercantile, storing, vending, or other such nonresidential purposes…”.A short-term rental is a hotel.  

I wouldn’t instantly bail without finding out if someone else will pay to fix it, or if it’s cheap as it is in a house.

It will start to work itself as hosts realize how much things change with the new fee for hosts, but isn't an instant change for all.This is an evolving situation, but I wonder what percentage of the 30% that marked up their rates and fees have seen a noticeable slowing in Airbnb bookings and will reduce or eliminate their markup? 

I hear you, Cook County taxes + Chicago’s tenant-friendly rules can make the numbers tighter, especially if you’re trying to cash flow right away.Chicago is still good if you buy smart (solid rents, good condition, room to add value), but it’s become more of a long-term / appreciation + rent growth play than an instant-cash-flow one.If you want quicker cash flow and to stay in IL, look at:Portage Park / Jefferson Park / Irving Park (lower entry than Logan)South Side pockets (Bronzeville, McKinley Park, Back of the Yards — run the tenant/risk numbers)Outside Chicago: Rockford, Springfield, Champaign/Urbana — cheaper buy-in, better rent-to-price.I’d run the deal assuming higher taxes and slower rent growth — if it still works, it’s a buy.

Did you feel you would jump in, and instantly be knocking down 10k a month?

In most places that setup is house hacking, not a separate ADU, unless the code allows a legal second dwelling with its own kitchen, parking, and zoning approval.

Your cover photo and headline should instantly communicate value, not just style.2️⃣ Unclear listing structure – When your description looks like a long paragraph, guests scroll away.

I instantly researched them and have only read positive things.

Since you'll be moving out on 08/01, you'll want to switch that to a dwelling fire policy or a "landlord policy." 

., but don’t dwell on problems that don’t exist.