Do I need to contact the city of Chicago to have the water shut off or is this something I can do myself? 

or not worth the extra money?

Hi BP, I'm an investor from the Portland area.

To all aspiring house hackers and those aiming for a single-family primary to hold it as a long-term rental, what are your biggest frustrations likely keeping you from jumping in the game? 

If the seller offers less than 2.5%, though, the buyer would need to cover the gap.

It was listed on the MLS and was right down the road from us.

I have gone ahead with painting Navajo White for all the walls, and Ultra White for the trim and plan to use this color scheme throughout all the units eventually.

Plumbing IssuesBelow are the details directly from the inspection report: 1. 

Quote from @Jerome Wiley: Can the landlord ask a perspective tenant how many adults will reside at the rental property?

Be prepared to work with them on a plan to move.You can make the argument the cost of moving is more than the cost of the increase.