The city of Chicago has made a huge push to get rid of any lead service lines, so it's no surprise you have to mess with that.   

What would push the needle for you as a broker to confidently move forward with a buyer in the process of acquiring a building?

Which is a bummer since it gives me so little time from posting to sale date, but I do know banks are pretty flexible here with the sale date and are willing to push the closing date back if there is a contract in place to purchase the property.

@Rick Albert   I may get a lot of push back from the team but I split my utilities on my ADU the conventional way....each dwelling has its own meter for water, electric and gas. 

Calling the appraiser to see what you can do to push it up a "C-Level" would be smart before doing any reno also, might only need a few things to make it far more valuable in the eyes of the bank.I've heard of a tactic for figuring out demand, which is to put up a dummy or coming soon listing on facebook marketplace and see the amount of activity you get on it. 

I thought 1 per year was enough to push me out of my comfort zone, but also not too much to overextend my finances. 

Keep pushing yourself and if some of your plans don't work out never give up, keep going!

Not all sellers provide that but I would push for it.

starting so new, you will not be on the top of many lists as you dont have reviews that will help push you up. as you have probably seen, even with a competitive rate, Airbnb doesnt let you sort searches by price.

You alluded to the "bad" interpretation, as this would be pointing to an oversupply situation pushing rents down.