Staining around a scupper can point to drainage or wall-interface concerns, but its appearance alone does not establish the source. The outlet, roof transition, and exterior wall should be considered together.
What to do next
Document when the staining changes and whether water is observed outside the intended path. Ask which trade will assess the complete junction. A repair scope should explain the connection between the roof detail and wall restoration rather than treating them as unrelated patches.
Related Perkins guidance
Contact Perkins Roofing to discuss your roof and the appropriate next step.