Deb probably came off like that because your original post sounds less than informed based on how you phrased some things. That can lead the more jaded or observant among us to believe you haven’t done much research before posting. If you stick around, you’ll see how often it happens
Also it’s “catty” and she has a cat avatar. haha
There’s a Chicago hosts section of the Airbnb community forums. They may be good source for local knowledge.
In terms of general tips, I’d suggest thoroughly reading the Airbnb TOS (boring but valuable) and help pages. There’s a steep learning curve and mistakes can cost you a lot.
I may be reading too much between the lines, but it sounds like you may not live in the market, but selected it for the arbitrage opportunity. You’d do well to develop an extensive support system - not just cleaners, but people who can step in on your behalf if there’s an issue. At least 3-4 people you could call for late night lock-outs, neighbor complaints, or the odd guest who wants you to re-clean because they saw a spider at 11pm. No cleaning service is doing that stuff!
Best of luck