But letting minor issues slide was my biggest mistake.

The biggest 'danger' I've experienced in the coaching space was coaches who took the cash and wanted me to follow 'their' program rather than coaching me where I am to get where I wanted to go. 

Also It seems that in my city this doesn't exist with a duplex, triple etc.. 

Absent them, risk is controllable over time.I self manage a SFH in the Bay Area in a very pro-tenant city (some cities are a little less pro-tenant than others).

Investors might want to start exploring smaller cities or less-saturated markets poised for population and business growth.

That is on one of the largest arterial streets in the city, massive traffic count.

Pricing and risk levels are about the same for the same type of stuff in either city.

You are taking over for someone who didn't care at all about the rules and you want the city to just be like, "yeah, this is fine"?

We are considering building a small multifamily a couple duplexs, a tri or quad in a small suburb of a larger city (ie Nashville, Knoxville, Atlanta, Ashville). 

I'm a little hesitant to get into the city of Syracuse.