I have lived in Portland for almost a month now and I can say I still don't know my way around. This is the most confusing city that I have ever been in. There isn't a lot of landmarks to go buy either. A lot of people around here take public transportation or ride their bikes so the city city apparently invested more on their public transportation system then their roads.
I guess half my problem is that I am relying on Mapquest too much. Mapquest has got to be one of the worse programs I know. It gives the same street three names when all you really need is one.
The other compliant I have is that the streets around Portland are so dimly lit that you can't read the sign until after you passed it. The street signs are also pretty small (or maybe I need glasses). Portland also has more one way streets than most downtowns do. A lot of the streets break up and pick up again a couple blocks later.
The other day I was trying to get to a client's house and some how I ended up in Chinatown (I didn't even know Portland had a Chinatown) . I would have stopped for a visit if I had had the time.
Maybe everyone complains when they move to a new city, but I remember it didn't take hardly anytime to learn KC