Airbnb is under tremendous pressure, missed earnings and all.

. - The insurance industry like many others (including our industry of home remodeling here in Chicago) has escalated exponentially in cost.I've got several local Chicago brokers I can share with you, but I think no matter what your rates & premiums have probably gone up...I will send over a couple of contacts for you.Just curious, what neighborhood of Chicago is your building in?

It happens, you don't hear about it because escalation of it does not let the plaintiff find much juice in the squeeze cause there's proper protection in place.

If you do so and get caught you will have a tremendous problem. 

I have found tremendous value helping those who value my time, and I have learned how to deal with those who drain you. 

I'm not looking to scale tremendously, just looking to have enough passive income once the rental properties are paid off that my fiance and I can leave our jobs in the automotive business and find something less stressful and more fulfilling, live a little slower, and travel more.

Either way, selling doesn't paint a good picture.In April '24, I hired a full-service PM which has helped tremendously with bookings and appears to have started turning the cashflow ship in the positive direction. 

I can say that while prices went up tremendously over the years in both areas, in NYC, there were dips, as much as 30% at times.

Most the time tenants will quickly retract their threat once they realize their escalation was met with another escalation. 

A book that helped me tremendously was Boundaries by Henry Cloud.I've also used the Opal app which is great for maintaining focus during the day.That said, if you want to work with investors, I agree with @Bruce Lynn.