Ideally, we'd like to find a house with elderly owners who want to move but haven't made updates so we can add instant value (like an additional bathroom & kitchen remodel).

@Moises R Cosme is correct that if this is the case, You as the homeowner can pull the new permit yourself; however, if you needed to pursue a Full Permit Process in cases for projects including new construction, additions, or larger remodels, the City of Chicago requires the permit to be obtained thru a Licensed Architect, Licensed Structural Engineer, or a Permit Expediter.Since I am assuming this was an Easy Permit for the plumbing, you also don't need any plans to be submitted.

-Gutted and remodeled the kitchen-Full new interior paint-New light fixtures and ceiling fans-Refinished hardwood floors-New carpet upstairsWhat was the outcome?

I’m about to start a remodel I’m Merrillville, In on a condo then wanna pull out the cash and buy a multi family after this can’t afford in my area was looking all over Indiana, Michigan and Wisconsin how is the market out there?

My remodel flip (took my time) is almost set for sale. 

remodeled downstairs and currently remodeling upstairs What was the outcome?

I remodeled the downstairs of the duplex myself and am currently working on the upstairs (remodeling takes much longer with a full-time job and when you do it yourself than I thought.)  

My question is when I finish the remodel within 3 months and get it rented how quickly can expect a bank to issue a cash out refi?

The mere act of remodeling a property does not mean you have to pay FICA taxes as if running a business.

I recently started my own syndication and have a small tight team that helps me with my underwriting, remodels, and asset management.