Yep, a recurring theme is that communication from the operators is essential -- especially during challenging times.

What are your current goals or challenges in real estate?

Challenges?

It isn't really any harder to drive a stick, just different, but for people who never learned it seems very challenging.

An eviction will make it challenging for her ever to find a quality rental in low vacancy areas.  

She wants to put proceeds into a strategy that is not real estate, which obv presents challenges for tax mitigation.

The challenges in real estate teach you invaluable lessons that you might not gain otherwise.I also invest in Chicago, so I have a few thoughts in response to the questions you raised.

Sidenote: if borrower is paying P&I and investors receiving interest only it gets more challenging as you are receiving dribs and drabs of principal back every month which is impossible to deploy but you are still paying investor interest on it. yup drag on the fund will drag you down.

But, they will be in challenging parts of town where realistically you do not want to own property and your long-run returns will under-perform.I'd encourage you to find a balance of sub-market growth, nearby employment, strong income, and only then a good rent-to-value ratio. 

and I gotta tell you it's really fun to get to see the impact of my legacy gifts while I'm still around to watch my children prosper.