But the person still technically has lived at the property and is not a new tenant.

It's close by where already live and the repairs needed are mostly cosmetic and one of the structures needs to be converted by permit to be live-able and another needs a wall for it to break into a 4-plex as right now, as it's technically a 2-plex with a workshop).

Another fun idea we have mulled over that would be a bit less money/time intensive would be buying land in Whatcom that is designated as "unbuildable" (I don't know what the technical term is) due to the land having too low a maximum density for housing.

Technically I shouldn't. 

Though this option is technically possible, I feel you'd have a very difficult time finding enough people to rent all the rooms in an entire apartment building. 

Anyway, my closing date has past and we are no longer on time or technically under contract.

This would technically become a multi-family if there isn’t access between the two units, etc.

Technically I could refi and pull enough cash to outright buy a house in a different state.

Technically, you can do it with a single sheet of paper. 

For property management, should this technically be considered an optional/operational expense?