Cocky incumbent San Francisco Mayor Willie Brown runs for re-election in 1999 and thinks he's a shoo-in to win until he faces serious opposition from flamboyant openly gay city supervisor and stand-up comic Tom Ammiano. What follows is an eye-opening race for the big prize that shows with alarming and engrossing acuity the radical contrast between the tough-talking Brown's enormous and well-oiled political machine and the soft-spoken Ammiano's more modest going back to the basics grassroots style. It's fascinating to behold how Brown uses his considerable charisma and big money connections -- the Reverend Jesse Jackson even goes to bat for Brown -- to completely bulldoze Ammiano. No surprise that Brown ultimately wins the election, but in a nice touch of irony Ammiano and his people win all the important and influential board seats.
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