If your goal is to scale, I would suggest running your numbers with property management costs included from the start.Also, if you plan on adding more properties soon, I would avoid anything that needs too much renovation upfront.

These properties include different foreclosures and those that sell below their market value.

Your question is one that most Chicago investors, including myself, have gone back and forth on many times. 

But even then, seller financing is rarely substantially better than another investment they could make (including trust deed lending, which will often be at a higher rate than seller financing)In my experience, the owners who find owner financing advantageous are at the ends of their careers and are not interested in looking for another investment (other than the usual retirement funding sorts.)

You have to include the cost of your time and the work, especially on a "scary house" is daunting indeed. 

There are many service companies that will manage seller finance notes including the payments, escrow accounts, and documentation. 

Many of our clients, including myself, have done that.

I primarily invest in buy and holds, but I do a little bit of everything including fix and flips, airbnb's, mid-term rentals, and wholesaling.

Be sure to include one of more exit strategies in your LLC documents.

Property includes: (2 buildings)The large old building with main level office previously a dental office and potential for build out second floor of (1)-1br efficiency apartment, (3)-2br/1bath.