Our Leases state that tenants are responsible for any fines stemming from trash violations.

After chatting with him for a while, he fessed up and said that he was a cannabis grower and recently just opened a dispensary a few blocks down the street from my rental property.

My question stems for Chicago: it seems as though most areas are too expensive to get a start, to the point where it doesn't seem that cash flowing is viable.

That is where my original comment stemmed from.  

@Brett Danehey BRRRR stems from the multi-family world where you buy an asset that needs some "love", rehab it, push market rents, then refinance out, and then purchase your next property. 

If you and I could have a private conversation and you had an open mind, you might feel a little bit foolish about some of the comments you've made here.Let's ignore all of the assumptions you have about teachers and what they're doing, the difference between fixed costs & variable costs, your gross overestimation of K-12 teacher median salary, and what's involved, in both money and employee commitment, regarding a major paradigm shift such as going completely virtual this quickly for a private business, let alone an inefficient, bureaucratic government agency.All of that out of the way, your entire grievance seems to stem from anecdote. 

To me property managers are the nexus point of the entire team and everything I do now all stems from contacting that group.

And buyer traffic more than doubled in one month even as builders report growing online and phone inquiries stemming from the outbreak.”See the source here: https://www.nahb.org/News-and-Economics/Industry-News/Press-Releases/2020/06/Builder-Confidence-Surges-in-June-as-Housing-Rebound-is-UnderwayJustin, I think you made a point and I agree with you that this time is challenging for a lot of people including investors. 

For example, if you have a GameStop anchor in the property then complementary businesses could airsoft store, kids hair salon, skateboard shop, cannabis store (you'd be surprised), etc. 

I run a STEM Education non-profit for small underserved areas.