Lastly, what is your recommended self managing software for leasing/screening, maintenance, etc? 

I don't have any advice, but let me know if you want to connect and talk Bk real estate possibilities.

My mortgage is also going to go up one last time next year, increasing the pymt by another $50.

I bought a 110k property in cash last March.

I did this 8 times in the last 8 years.

Hey Jerry, I would be happy to connect with you!

This home is supposed to go in market this week but they said that last week.

:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+, zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680, some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

Hey @Seth Hunt there are lots of Wholesalers on here but might get better connecting in one of the wholesaler FB groups specific to Chicago. 

I hope this helps, and more than happy to connect with you and answer further questions.