New to Chicago Real Estate - Looking to House Hack!

[Benjamin Cohen]

Hey everyone! 

My name is Ben Cohen and i'm new to the Chicago area. I've recently gotten extremely excited about real estate, listened to a majority of the podcasts/read a book or two and have attended a few REI events to make some amazing connections!

My two main goals are to begin flipping houses for the capital and do a BRRRR's / house hack a property for the cash flow. My focus for the flips are single family homes and my focus for the BRRRR's are multi-family properties.

With regards to cash I have quite a bit saved up, so getting a loan won't be an issue, the only question I have now is where does the market in Chicago look best?! I keep discussing this vision of mine with realtors who immediately ask me which area's i'm most interested in. As I am new to Chicago I was wondering if anyone had any recommendations / suggestions about areas where you see upside potential (looking for properties ranging from $80-$250k). Please let me know if you have any recommendations!