Tenant diversification is key, you will want some W2 tenants also.9) Sub-contract or outsource you laundry facilities to someone else.

Since they are centrally located you can leverage PM among the entire portfolio, reduce capex risk & vacancy risk via diversification, and completely shift your competition from experienced investors to small individual investors. 

My current thought is that I definitely need to add some cash flow positive properties in areas that are less costly, for diversification's sake though I really can't tell what is a truly diversified real estate portfolio.

I do think the Alaska economy is too singular and needs diversification.

Diversification of risk.

I also have to ensure the real estate is a diversification from the stock market and earns better returns than the stock market ideally or id just leave my money there maybe.

The diversification and growth of industry, along with expanding entertainment options, are making it a great investment, as well as, enjoyability (I may have made up that word haha) city to be.

I also like to keep about 3-6 months of liquidity to support all the properties expenses in the event of a major crisis.Personally I sleep better with having some diversification and a piece of my networth in stocks as well so I don't feel completely reliant on real estate being the only thing that can help me achieve financial freedom.

Is the person looking for a return, depreciation, tax shelter, experience, education, diversification, etc?

Advantages are being able to pick and choose from a variety of areas and diversification among markets.