I was just looking over possibilities last night vis-a-vis acquiring an Oregon CHL as a non-resident, so I'm glad to see this thread. My wife has family living in Greater Portland (both Portland proper and Tigard), so we do visit a couple of times a year, plus we travel through Oregon on the way to California, where most of my wife's family lives.
I'm glad to hear Multnomah Co. Sheriff's Office aren't difficult about non-resident applications. I saw on their information handout that they run weekly safety classes for $20, though I was surprised at the instruction to not bring your weapon to the class. Do they use red/blue guns or something? How do you teach gun safety without a gun-like object?