Five years: own at least five properties outright.Fifteen years: own multiple multifamily units, preferably 50 plus units in eachRetire by 40: basically I want the financial freedom to travel or do as my family pleases without the headache of worrying if we can take six months, or a year even, to ourselves or not. 

@David Faulkner  I am now an official lyft driver.. not sure I can figure out how to use the app though.. but will try it one Sat morning for fun.. it was a funny processyou show up and they have to inspect the car.. guy says turn on the engine.. ( I said I don't have an engine  he looks at me  funny)  I said DUDE this is an electric car it just goes.. kind of stunned then he had to make sure the seat belts worked.. and boom the Tesla was approved.then of course you have to upload your stuff on your EYE phone with pictures and that was cool never did that before so if nothing else I leaned how to do that.but then and its a big but.. they hit you with a test at the end.. and its the rules of a cabbie basically so I flunked that.. they were shocked.. but I got to take it when I got home and only missed one the second time around.. so now I know when I pick someone up I am to turn the music down and greet them with a warm hello.. also I should not smoke in my car or allow others to. some other pearls.what I found interesting was the lady next to me was saying the reason she is doing it.is she works right by the airport.. so on her way to work she can pick someone up.. and when going home she is hoping she can take someone from airport towards her home.. thereby making money on her normal commute.. a few of the others said same thing they just want to pick folks up on the commute.  

I don't do the cheapest insurance, but I do want the best value and have used Travelers, Lititz Mutual, and a couple others in the past. 

I travel to Midland/Odessa on a frequent basis for work.

While I would say you're on the right track with your desire to invest out of state (Seattle really is pricey at the moment, like the new SF) I wouldn't get locked into investing somewhere just because you know people there or can travel there easily.

I travel all over the state to do this.  

I also currently work for the airlines so I'm always traveling for fun.

I travel the state a lot.

One big upside is the 10 paid summer weeks.I also plan on taking care of replacing cabinet hardware, installing smoke detectors, hooking up various appliances, and replacing a few light fixtures....

Drawback of Real estate investing it has cycles , and now I believe we on an uptrend. ( nobody knows the top) Even rental income is predictable, repairs and vacancies are unpredictable10%... you know the advertised 10y average for stocks is 7%, most get 5%.. and anyone worth their salt in Real Estate Investing smokes 10% six to ten fold.