I can help you locate properties that fit your criteria (if your profit margins are realistic) but with your budget it's going to take some work.  

We plan to achieve this goal by generating cash-flow through the buy and hold strategy, likely starting with a 4-plex in Anchorage using a FHA loan as an owner-occupant to begin house-hacking.

My goal is to speak with a few more professionals in different fields related to multi family properties specifically.

Then rinse and repeat until my goal is met..Failures aren't failures but lessons if you choose to keep going..

I am now looking to jump into this industry as I have goals of running my own company.

What are your short/long term goals?

One of my goals is to buy a duplex or triplex there in the next year or so.

I am now here with the goal of learning as much as I can to help me get into investing.

What is the long term goal of RE investing for you (what is the "why"?)

My goals are to buy properties in Maryland so that I can 1. buy hold and rent the properties and 2. rehab the properties and sell them for a profit; not necessarily in that order.