Any date night about downtown should conclude with a walk along the Embarcadero. The waterfront crescent serves up several city landmarks on a platter: the Ferry Building, Coit Tower, the Transamerica Pyramid. Provided you’re well-dressed for the winds whipping off the Bay, the stroll promises romance whichever end you begin.

We here at BrokeAssStuart.com like to show love to the people who make cities like San Francisco and New York special. That’s why we’re doing a series called Local Legends. This is our chance to hip you to some of the strange, brilliant, and unique folks who populate these towns and