Factor in those costs (usually 8-10% of rent) when you're running your numbers.You mentioned the challenge of acting quickly on properties while managing your dental practice.

In my experience, inspections are typically about safety, not whether something is up to code (that's what the town building inspectors are for). 

. - 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?

Hopefully you kept the deposit to cover the costs as that is likely all you'll see.

Does anyone know of any meet ups in this area?

You can always go down but you can't go up."

If not you will end up losing money and time to a loan officer that is promising you that they can help and only waste your time. 

The difference is the bank underwrites your file up front and offers an ELA or "Express Loan Approval" which is a guarantee to close in 15 days or less.

I would then follow that up with a lease violation letter aka notice to correct.

Go to meet-ups locally and talk to lots of people.