When others are zigging, it's usually smart to zag. 

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But I have a colleague who is a business coach; while speaking with him about a mutual client, I thought about how if I owned the business (a body and paint shop), I could use my funds to buy a building as well as inject some much needed business sense into the business.

We have been shopping for a house that would allow us to live well below our means (and like you, we were targeting Oak Park), and continue a high rate of savings.

I have a 4 unit, that I want to make a "smart home" as far as utilities go.  

Use your smarts and see how they are using numbers to try to fool you.What is the question?

I took them to Home Depot to compare them to what they may have available (nothing), and I left them in the shopping cart - they are gone.I can't figure put what brand the stove is.  

I'm curious to see if anyone has any experience shopping for primary mortgages AND investment mortgages simultaneously?

The best coffee shop imo is just a few doors down.  

Start going to local events, open houses, clubs, coffee shops.