The property has great cash flow as a 4 unit but the place wouldn't even breakeven as a 2 unit.While Cook County Assessors Office website indicated that the Property has 4Apartments (including Full basement and Attic), when zoning was ordered, zoningcompliance came back as a two (2) Unit.

https://www.wdrb.com/in-depth/...Should be a good indicator for how the rental market is going to be. 

In my opinion, when Airbnb releases these sort of processes, they do it mainly as a checkmark to indicate that they are doing something -- even if it doesn't carry any real weight behind it.I think there is value in it and it will get a number of hosts to follow these rules.

I found a guy that could rehab an entire house, who was down on his luck, and I paid him minimally on the first deal.

They have also indicated that they are willing to vacate the apartment if its not working out for me.

They have also indicated that they are willing to vacate the apartment if its not working out for me.

That's gonna cost a flipper.You need to identify a neighborhood that minimizes those issues.  

What are some strategies to minimize this or make this stop?

However; this is an aspect and something to think about when switching if the price change is minimal.

Not every agent understands investment real estate and they can lead you far astray.Know your numbers and dive into the forums and info on BP.Meet with a RE attorney to determine structure and get advice on the best place to start with your financial capability.Get a GREAT CPA to ensure your tax liabilities are minimized to the greatest degree.Find an INVESTMENT banker in your area and establish a solid relationship so when you find a deal they are willing to help you out.