For San Francisco, I'll nominate Chris Athans. Dude charged hella steep hills with speed, steez, and daredevil level gaps to wallrides that were sure to send earthquake vibes to those sitting inside.
Gotta give a shout out to Drake Johnson for this 5050 and the pop he took to spots. This rail is well above waist high, if not close pushing nipple level on a 6 foot person.
Interested in hearing and seeing other people's thoughts for particular cities, including SF. Include a clip / trick of the person if available. SOTY for the city, and best trick by a person perhaps?