This is specific to this, I have the detailed 411 on this, including full background on seller, why selling, how things have gone, maintenance history and recent updates/upgrades such as the newer roof, HVAC etc etc etc... 

Here are a few additional strategies that might help mitigate risk if you decide to rent the property:Hire a Strong Property Management Company: While you’ve already spoken with some PMs, consider finding one with extensive experience managing single-family rentals in Cook County specifically.

@Justin Smith wouldn't do it.Why is he willing to sell you this SPECIFIC rental and not another?

On the surface, the deal seems appealing, but there's a catch: the asking price is $475,000, which is about 18% over the market value (based on comps and DealCheck estimates around $402,000).Details of the DealProperty: Duplex, 2,400 sq. ft., Purchase Price: $475,000 ($197.9/sq. ft.).Estimated Market Value: $402,000 ($168/sq. ft.).Financing Terms: 2% interest rate, with a 9-year balloon.Unit B Income: $2,049/month (Section 8 tenant through November 2025).Unit A Income Potential: Similar rent or higher; Section 8 cap for the area is $3,234/month.Monthly Loan Payment (P+I): $1,386.Cash Flow Breakdown (if both units are rented at $2,049/month):Gross Rent: $4,098/month.Vacancy (10%): $410/month.Operating Expenses (37.3%): $1,376/month.Net Cash Flow: $943/month.Key QuestionsWould you be comfortable paying an 18% premium for financing at 2%, especially in a market where current mortgage rates are closer to 7%?

Without too much detail I had to quit my W2 job 2 years ago to care for my disabled son and my wife is still working.

Can someone explain the details of selling a house to a child?

Did you have specific questions? 

Both have essentially told him he could have gotten the credit card details, and chose direct payment.

We started a Dayton Ohio MeetUp specifically for local networking.

Aside all that, as others mentioned, you didn't lend enough info to give any specific answer to your specific situation.