One thing to consider that I did not see mentioned by anyone is your plans on living in the property.  

As Rick mentioned, which is not what any OOS investor ever wants to hear, but being present is probably going to be helpful at some point in this process.

The best training will likely be at Coldwell Banker, Keller Williams, @properties, or as I mentioned earlier The Apartment Source (Specifically for leasing). 

This is a question really only you can answer but just want to mention this

Not to mention that (at least here in UT) you can get more in rent when renting by the room than as a single lease most of the time if you have 3-4 bedrooms. 

Noted on the units too, ideally a nice 4plex would be the best case scenario but as you mentioned anything is better from a financial perspective than paying the amount in rent I am currently.This market could cash flow pretty well at 20% down if i find the right property as the prices are below national average and rents are actually fairly good in comparison to property prices (plenty of 1% opportunites on SFH with a minimal cosmetic TLC). 

I am likely overthinking this as Bob P. mentioned, however I am trying to be as informed as possible before finalizing our decision. 

I think there may be some condo rules/by-laws that prohibit this (that when a unit is purchased it needs to be owner occupied first and a for a certain amount of time before renting).

I gaining traction in the Architecture portion of development for all three areas you mentioned however, typically on lots that are already established and/or infill development in urban landscapes.

As people have mentioned determine your resources.    5.