So it had to pencil based on that metric

Not only does it have excellent potential as a house hack, but it also offers significant upside for a live-in flip.

LLC offers better legal protection.3) Setting up in states that allow your identity to be hid is also overblown.

I used the background and credit checks offered through Cozy. 

With the capital and experience to offer I've seen this work well as a joint venture.

Do you let the tenant supply and pay for their own internet or is it recommended to offer internet and charge the tenant a flat fee?

And if you base an offer price on that, you'll likely have an extremely difficult time getting any traction. 

Areas like Pilsen, Bronzeville, and parts of the South and West Sides offer opportunities for value-add investments, while North Side neighborhoods provide more stability but at higher prices. 

That way, when you’re ready to make an offer, you'll be all set and confident to move fast.

Experiences will vary significantly based upon location.