Why does paint fail so fast in Portland?
Usually because moisture, shade, failed caulk, poor detail work, and aging coatings all work together here. Portland weather is not forgiving to loose exterior systems.
Can I just scrape and repaint the peeling area?
Sometimes, but only if the failure is truly local and the underlying cause is already understood. If the same area keeps failing, repainting alone is usually just an expensive delay tactic.
Is mildew a paint problem or a cleaning problem?
Usually an environment and moisture problem first, then a coating/maintenance problem second. You still need the right product, but cleaning and keeping water off the wall matters more.
When should I book the $79 ECR?
When the problem is exterior, spreading, recurring, suspicious, or likely tied to moisture, details, or substrate conditions you do not want to guess at.
When should I just request an estimate?
When the need for painting is already obvious and you are ready to move into project scope, price, and timing instead of diagnosis.