Given that I will be considered self-employed and will initially not have income (or at least not income that is steady or predictable), I will be having my parents co-sign the FHA loan to fulfill the income requirements.I clearly have sufficient capital to not only fund a 3.5% down investment, but to also make the subsequent mortgage payments.

But I too have discovered that half of them will slack and slide if you don't "keep them on a time schedule" and cajole them regularly. 

I found AirTable was unnecessarily complex without any added benefit, and would rather just work in Sheets, Docs, Slides and manage workflows in Asana.

Regarding size, personally, I only like to use a 300 SF sliding scale.

All subsequent listings appear to be in order by last update.

by not being stern and acting by the letter of the law, tenants will see you soft and further *attempt* to take advantage of you.Don't let them do that. once you put your foot down, they know they can't stretch things, and have to let "other" payments slide, but not the rent.Counter to intuition, this won't make them leave, it will make them respect you for enforcing the terms of the contract.FYI for those offended: I'm a hobby landlord turning pro. :) 

I have, on a few slides I've put together, some "thumbnail deals."

I believe that was passed by the city council and subsequently thrown out by the court soon after as being unconstitutional

Not deal breakers.I'm currently an active retail mortgage originator, amongst a couple other things, but Its been my experience that working as a wholesale account executive from 2000 until 2016 and being on the backside of literally thousands of loan closings since the inception of the newest regulations that I can recall only one instance of a set back caused by cents on a transaction, but that was early on in the Dodd/Frank era and was the result of software, that was subsequently fixed by an addition 3 day waiting period, because that was the safest play for the lenders ***.The take away here, again just in my opinion, is on the front side of the transaction, write the offer at whatever it takes to get the contract done, then hand it off to your favorite lender...they'll figure it out. :)

You can go down to South Loop, up to River North, or slide over to Humboldt Parka and Logan Square to find something that will work for your model.