Find off-market deals, run conservative numbers, stick to one market first, network with local REI groups, and stay patient.

The city sees it as a safety issue, they will do it, but its rare.

I just have to be patient.

You can always tap into HELOC for a safety net in the short term (not ideal) but there if you need it!

But the risk caused by this, is that the safety cushion is reduced or completely eliminated, and a small problem can cause a catastrophic default on the debt.So, many of these aggressively structured deals have been heavily distressed.

If you are patient, you will find properties that work.But in the end, there is no right or wrong way to invest in real estate.

@Eric Jones - Amazing job being patient, I'd have given up after 3 tries.  

Chicago's Residential Landlord and Tenant Ordinance (RLTO) and building codes require that all rental units meet zoning, health, and safety standards.

. ;-)  Let’s look at my claims:- there is not a strong correlation between safety and cost of living of the city.  

However, if you decide to install HVAC, it should be based on the comfort and safety of your tenants.