If they delay or are hesitant to give up some of this info, it could be an indicator that the property isn't as good as they say.

The 70% rule can be a good indicator—but not the only tool—used to make a decision on a fix and flip.

Local Economic Indicators: Monitor local employment rates, population growth, and housing inventory to time your deals correctly.

It is usually indicative of a 'cheap' mindset.... and I would refuse to even give them a quote once that was brought up.

Now I'm not sure if this indicates some demand because I wouldn't expect to get MTR inquiry every single day.

They sent me a text message saying they will be moving out early next month that is good indication.

If tenant has complaint, point to the lease, that they agreed to this utility cost, and indicate they can terminate their tenancy at the end of the lease.Good luck

Quote from @John Underwood: First thing to do is check with the city or county to make sure the ADU would be permitted to be a STR.The municipality has an application process but initial indication is that it's not overly restrictive in the area I'm looking at. 

For some reason, I thought the former US steel site was near the Illinois / Indiana border, not downtown Chicago, but I must have been mistaken.Is the project going to be on the Chicago Riverwalk, as your picture indicates?

I'd love for that to happen, but I have not seen any indications of this development.