My top 10 in need of dire re-cladding and/or some sort of massive remodeling (in no particular order):
PSU's Ondine Hall- ugly commie block that's partially painted in PSU's schoool colors
Nordstrom's downtown "fort"
The Federal Building
The ugly, squat building attached to Big Pink
Keller Auditorium (the north, south, and east sides)
Ugly 50's(?) building and parking garage at 2nd and Yamhill across the BofA tower-Tear this thing down or remodel this eyesore!
Portland Hilton Main Hotel structure- Update the tower to be more congruent with the base
Qwest Building bordered by W Burnside, SW Park, SW Oak, and SW 9th: Does anyone know where the heck the entrance to this building is? Ever see anyone go into it?
Downtown Fire station at Skidmore Fountain- If we're keeping this thing there, let's make it pretty!
American Plaza Complex (Grant, Lincoln, and Jefferson Towers): Ugly concrete commie-block looking things. The paint on the towers is peeling off so bad... What a pitty these things are right near the waterfront and their tennents are complaining about raising height limits at RiverPlace. what about their ugly POS Buildings?? Give 'em the Harrison Condos treatment and some TLC for God's sake!
Just my 2 cents if it matters... There are plenty more in dire need of some love, but I can't remember their names.
I sort of have a cool idea of what would look neat if I were to re-clad the Federal Building. Want to see? It'll take some time to whip some renders up, but I do have a 3d recreation of it that I made for Sim City 4 on my HD. I'd need some time, but I can "reclad" my model!