I live in the area and just gave up looking for now. 

FHA 203k wont work unless youre going to live in the property as your primary.

You may also want to consider buying this as a primary and living in it for a year.

If I buy property in a state that I don't live in and put that property into an LLC registered in that state, will it be protected or does that LLC need to be conducting some form of business?

. :)This is especially true if you rely on furnishedfinder.com as your primary lead source (which you shouldn't, but that's another post) as when you make that connection with a prospective resident, you are selling yourself as a landlord as much as you are the property as a place to live.

I'll let others chime in on their experiences, but from a motivational perspective, I think attending live events and getting the "conference high" is something that only happens through in-person connections and being in the same room with investors who are eagerly pursuing their real estate/financial goals. 

I'm a guy approaching middle-age, living in Chicago.

From the architectural wonders of Downtown to the tranquil, family-friendly communities on the outskirts, there’s always something new to explore and learn.The city’s constant evolution means different investment opportunities are always surfacing, whether it's the push for sustainable living or a growing emphasis on smart home technology.

I don't do this for a living and have no real world experience, but at 40% down, even with a 7% int rate, that seems like a high monthly payment.

I am gonna live in this multifamily, thus I think I am qualified as owner occupying.