Sport multipitch cragging: Squamish, L-worth, Liberty Bell group, etc - WT windshirt rocks!
Any outing with likely bad weather - from hooded windshirt to WPB shell depending on forecast, seriousness and personal experience. The latter must be gained - can only be done the "hard" way - do it, adjust, do again, etc.
Poor Doc though, what a bs squall, must be the global warming (or is it cooling )