At the risk of nit-picking the humor out of your comment, I'd say the city's politicians already do run that gauntlet. City Hall is adjacent to the open-air drug market known as the Tenderloin, and many members of the city's transient population frequent the park in front of City Hall. Also, the closest BART stop (Civic Center station) is arguably the stop in SF with the most persistent hygiene issues.
Yeah and you can bet your ass those politicians are hopping in an Uber and sailing right by it behind tinted windows...