My first SFH BRRRR project in Chicago west burbs is finally wrapping up. 

Anyone have experience rehabbing in the Chicago area?

I don't think it will outweigh the aggregate burden parents are going to bear this fall.

We started investing in 4-unit in Chicago.

I have a friend that ended up with several apartment buildings in Chicago on a police officer salary by living in the basements and renting out the uppers, plowing all the money into savings and doing it again. 4.

Now the secondary question that may indicate a superior skill level is:  is the market bearing the filter? 

@Joe SplitrockI love your thought process I completely agree with you and plan on starting a second STR ASAP.I’ve actually had a horrible experience with a guest in Chicago.

We are seeing money from CA, Denver, TX, Chicago, Omaha, and Boston as investors understand stable affordable market.

Hello can anyone recommend any lawyers they have used in the Chicago suburbs (NE).

You've got some major hurdles that will be quite challenging as a 1st time DIY project, and you will need licensed professionals to sign off on some things for permits: Structural (determining whether or not the wall you want to remove is load bearing and if so engineering a header and determining the framing layout for the new wall/door) Plumbing work will require a licensed plumber to pull the permitAny electrical alterations should be done by a licensed professional, a master electrician will be needed to pull a permitThere may be certain steps that you can DIY, such as GCing the project, demo, framing (following an engineer's drawings), sheet rock, tile, installing new fixtures/appliances, finishes, etc. but for the 3 big ones above you will need to bring in licensed pros if you're going to pull permits (which you definitely should).