No car.. don't bother.. unless you become a commercial agent that works in a certain sector with a large firm in a large urban area where you can manage walking or taking efficient public transit.. 

., a 60 day notice is the 1st legal requirement to getting a current occupier out of a property.My question(s), can contacting the family member to inquire about their plans and/or offer some motivation to vacate interfere with the notice period in any way?

I worked with the wrong appraiser this time. when your HML and private investors loans have  12% interest only payments, I bet you'll rethink about that 12 month seasoning period hahamost lenders do 70-75. not all. you can find higher LTVs if you trytrust me, I've had about a million people tell me to 3rd party my management however in my situation a lot of money would be thrown away doing that.

I have land out west that I am going to develop into a summer home, I have a house in the Florida Keys that I built as an owner builder in cash over a period of two years, as well as a house in Miami.

Your CPA and attorney together can advise on best entity type for optimal tax efficiency.

I'm obviously not set on a 4plex as that's more of the most ideal/efficient situation possible. 

They seem relatively easy to maintain, very efficient, and here in Alaska, I feel like a lot of people try to minimize their footprint and expenses so they can buy more toys.

It is basically depositing your checking pay periods into it, and paying all of your bills out of it.

Critical issues will be taken care of quickly and efficiently. 

I am thinking energy efficiency and water saving .