Renting in Naperville, IL. Good idea or not worth it?

[Dale E.]

Hi BP members,

I'm looking to get started in the RE investment game as a way to generate some passive income outside of my W-2 job. I currently live in the Naperville, IL area (western chicago suburbs) and think I want to target a single family live-in flip that I would buy and hold. I'm ideally looking to find an investment property where I can leverage my own sweat equity and get my feet wet to eventually list the property as a rental. While doing this, I want to list my current town home as a rental.

Questions that I would appreciate support / advice with:

- naperville generally looks to be very difficult to find a cash flowing property. Are most people investing in this area for loan pay down and appreciation?

- are there other areas that you would recommend where equity deals may be more available - lisle, downers grove, etc

- any advice on wholesalers for the area or investor friendly agents?

- any advice on local laws / regulations to be aware of

Thanks!