I would highly recommend Realty One, the realtor Derek helped me solve all the major issues that came up and supported me in running the numbers for different properties.

Lots of areas that pencil very well on paper but the quality of renter you will get is going to eat into any profit you may think you are getting.

The good news is you don't need a specialty loan for a house hack, just a traditional primary home loan.

With a dynamic real estate market, diverse neighborhoods, and high rental demand, Chicago is a fantastic place to invest in house hacking. 

Good afternoon Jaycee, 6 make up the equity and they are currently under my name due to some past Refi's.I have actually proposed selling the trucking company to one of my drivers or at least giving him a percentage to recoup some of my initial investment.

Does anyone have a good effective 3rd party mailing company to send mailers direct to seller?

There is always risk, and these are highly risky and regulated techniques.

@Joshua MiddletonI am very familiar with that street, good friend used to rent Long term on it for about 7 years.  

Taxes : Taxes have been a brewing crisis nationwide for sometime, Chicago is another prime example of a major municipality struggling under high debt load.

We have worked with them and have had great results. highly recommend