We're looking to eventually expand this analysis into other markets. 

That's what you will need to sell the house eventually.

I live in the Portland metro area and I am looking at investing into a multifamily, or singlefamily home I can house hack and eventually turn into a rental.

The goal is to have this home pay for itself and eventually be able to retire to this house full time in about 10-12 years down the line.

Statistically, it will if I don't get control of the situation.Taken together I'm increasingly in a situation where getting paid rent by the tenant promptly and by the city or state... eventually. 

Eventually, it will happen, but you'll have to grind like a madman.2.

If income, or credit is an issue, Learn and get good at something related to real estate and then eventually you can add value to an investor and potentially do a joint venture.

Also look down the road-do you plan on moving back or eventually sell the property? 

That income will eventually outpace what we would get from a sale.  

I decided that I wanted to take advantage of this benefit by buying a property to eventually rent out (after meeting the 1 year primary residence restrictions).