A lot of jurisdictions dislike density, particularly if parking is an issue and mass transit is not readily accessible.

Tools like Rentometer and Roofstock can help with market analysis and property selection.Good luck!

I'm actively seeking mentorship from someone with experience in similar markets who can shed more light on this process.

Not bulletproof proof, but it helps!

First, and i don't know why nobody else is catching this, you MUST go directly to your broker, sit down and discuss all this with them. 

(insurance kills) Hey Alex, does this still hold true about minimum 20% down for dscrs

Quote from @Melissa Stanley: This is a tough one.

@Nathan Gesner It's no use helping here.

Thank you for your help

Still lots of work to do on the house and the “book” I still have to figure out what to do for it (paper/digital/both), and a few more things I probably am not yet aware of … reading on this forum and asking questions sure has helped out a lot.