How long does it take someone living in Portland before you just suck it up and stop with the giant retractable rain deflector nonsense? Get a good coat and maybe a hat. There. You're fine. It's just water.
Nothing made me appreciate Portland's lack of umbrellas more than going to the most populated and touristy area of London on a rainy summer weekend last month. FUCK I HATE UMBRELLAS
If a sidewalk is partially, but not fully, covered by an awning then umbrella-carriers should walk in the rain and leave that area for the rest of us. It's no fun being displaced out into the rain by an umbrella person.
Don't let the umbrella-haters get you down. As friendly as Portlanders usually are, they are infuriated by how insanely uncool umbrellas are. Don't try to logic with them about how umbrellas are useful, just keep them out of their faces.
If I see you on the streets of downtown using a golf umbrella, I will take it from you, collapse it, then open it inside your ass.
Ladies (or fellas) with fancy up-dos, feel free to wield an umbrella.
Fuck it, that applies equally to non-umbrella people.
Umbrellas are so 1875. What's next, my dear fellow? A dainty parasol to keep the wretched sun from blistering me lady's milky white alabaster skin?