I posted a series of comments in this Bigger Pockets feed https://www.biggerpockets.com/forums/925/topics/1164202-folsom-could-see-over-500-000-square-feet-of-new-doctor-s-offices-and-medical-clinics

You are correct Chicago does have some STR rules and regulations you should be aware of.I don't own any STRs but I think the book Short Term Rental Long Term Wealth covers the topic well.

Another thing, I see that you are brand new to the site welcome to biggerpockets. i have also noticed that you have only commented on this topic and haven't done an introduction yet.

***Only exception is if an owner has plan & funds to reposition Class D to Class C or higher.https://www.biggerpockets.com/forums/776/topics/960183-what-they-dont-tell-you-about-cheap-rental-properties?

In previous post (https://www.biggerpockets.com/forums/55/topics/1243151-new-t...) you stated you are new to wholesaling.No issues with that, but what value are you bringing your clients - when you don't even know if this is a "real deal"?

I love this topic because I too have an older relative with about the same value sitting in their home, and we have a discussion once every other week about my suggestion to them of using a HELOC to pull money and buy a few cash flowing assets (since they are ready for retirement, their main goal is immediate cash flow).For what it’s worth, both my multi-unit rentals in Pittsburgh do cash flow!

https://www.biggerpockets.com/forums/517/topics/1242157-hi-i-m-new-to-big-pockets#post_7027879

Here is my much longer and much older rant on the topic, along with comments from other people who are not as obnoxious as I am:https://www.biggerpockets.com/forums/51/topics/841844-good-t...

Here is the thread with what I believe was his last comment on here: https://www.biggerpockets.com/forums/921/topics/1139443-due-...I think he's more comfortable pitching his courses to noobs than he is getting into the finer details of creative financing or answering any hard questions about whether or not what he teaches actually makes any sense.

Love the topic (However, I don't think throwing any specific company under the bus was needed to make the point.)Being knee deep in the market here in Detroit for the past 30 years as a rehabber and property manager, I can say for sure that as a cash flow strategy the turnkey model can work great pretty much "anywhere" in the Metro Area.