After 35 years of investing and living through three market and one real estate crash,  I have learned that the key is to stay sufficiently liquid (so you do not have to sell during inevitable downturns) and diversify your assets so that you have eggs in more than one basket. 

@Benjamin Ficker I definitely find more options outside of Portland proper, but I haven't seen anything in my range where the numbers make sense.

Normally turn-key properties providers provide have an age range of at least 50 years.

I'm thinking about going back to the agent at this range so that his office and peers can show it but i'm not sure if it will help. 

I know my price range.

You could go as far as requesting an ideal age range and occupation expectations.

I feel like I have sufficient funds @100k and a network of private money lenders ready but since nothing can cash flow around these areas, is the only strategy flipping?

(Annualized Return on Risk Capital)It's more about, holding something that can pay itself from its cashflow and that is allowing me the equity to invest for more units.After a range of 15 to 25 years (depending when I bought it) I'll be able to use the entire equity acquired and leave that to my family.I'm aiming for a quick 3M in assets and will extent it to 25M by 2024.Totally doable if you get surrounded by the right people.Are you someone that can help me get that promise completed? 

Agreed, looks like the 2 properties I've got accepted offers on would be in the $50-75 range each, really not a huge deal and if they keep cleaning up the city I think its well worth it.

Should I get my real estate license and try my luck there or should I keep grinding for 10-15 years until I can become self sufficient with rent?