@Jennie Berger gave you the whole kit & caboodle on Chicago zoning so I don't have a ton to ad, however, I'd highly encourage you to engage an architect like @Samuel Pavlovcik or @Prashanth Mahakali, both are awesome local Chicago resources.

Difficult to tell from the website exactly what type of Passive Investments are available: Fixed Term or Open-Ended.

Difference is, because I’m wholesaling, for rehabs, can I get the price close enough for the end buyer, so that I do not have to go back to the seller for a price adjustment?

I am assuming here, but if it's been on the market so long, it's priced too high for it's condition. 

I know a lot of Chicago investors are here too; but if you were in my spot would you recommend Chicago as prices are too high and I have never been to the city moving next year.

Petersburg area, resulting in highly–profitable investments.If you need professional and courteous property management experts for your multifamily, single family, condominiums or town home, you've found the right company!

Those holiday numbers are a bit low, those daily numbers are a bit high. 

Seems to be quite high fees but haven’t done the formal math.

There are many of us that are long time repeat clients on both ends of lending and borrowing that have worked with them for years and we are all very satisfied.

Strong rental markets with low vacancy rates are ideal for long-term holds, while areas with high ARV growth are great for flips.