@Jimmy Chao @Joe Meares I'm good with any model Speed Queen.

Can any Chicago investors recommend property management companies with expertise working in rougher neighborhoods?

I'm by no means a contractor, but I have a fair bit of experience with DIY re-model type work, if I can help out in any way, please let me know.

These  prospective tenants really are the model applicants, a doctor and a lawyer, and would possibly sign on to a 3yr lease. 

I do not like the arbitrage model what so ever.

Flood maps help but are a statistical model.

Beyond that, taxes will kill you and should always be a strong consideration.I suggest you make an ordered list of what’s important to you (return, taxes, time, available resources, deal availability, your interests, your expertise, stress level, fun, etc.)

Zillow, and Amazon in this model need agents/brokerages to pay them money.

If your lender doesn't have the experience or expertise in a specific subject that you need I suggest you try shopping around or reaching out to other more seasoned experts on the topic. 

I really like the simplicity of the business model, especially how "cut and dry" a deal can be in regards to whether the numbers show a potentially profitable acquisition or not.