Brown was born in Mineola, a small segregated town in east Texas marked by racial tensions, to Minnie Collins Boyd and Lewis Brown. Brown was the fourth of five children. During Brown's childhood, mob violence periodically erupted in Mineola, keeping African- Americans from voting. His first job was a shoeshine boy in a whites-only barber shop.

As Mayor of San Francisco, Brown was often portrayed mockingly but affectionately by political cartoonists and columnists as a vain emperor, presiding in a robe and crown over the inconsequential kingdom of San Francisco. He enjoyed the attention this brought to his personal life, disarming friends and critics with humor that directed attention away from the policy agendas he was pursuing.  Brown's flamboyant style made him so well known as the consummate politician that when an actor playing a party politician in 1990's The Godfather Part III did not understand director Francis Ford Coppola's instruction to model his character after Brown, Coppola fired the actor and hired Brown himself to play the role. Brown later appeared in 2000's Just One Night as a judge. He also played himself in two Disney films, George of the Jungle and The Princess Diaries, and the 2003 Universal release Hulk as the mayor of San Francisco. He appeared as himself, alongside Geraldo Rivera, in an episode of Nash Bridges. He also made a cameo appearance in the 1984 Jefferson Starship music video "Layin' It on the Line" (depicting a futuristic 1988 presidential campaign).  Brown was criticized in 1996 for his comments that 49ers backup quarterback Elvis Grbac was "an embarrassment to humankind." He was criticized in 1997 for responding to Golden State Warriors player Latrell Sprewell choking his coach P. J. Carlesimo by saying, "his boss may have needed choking."  In 1998, Brown contacted the Japanese television cooking competition Iron Chef, suggesting San Franciscan Chef Ron Siegel to battle one of the Iron Chefs. Brown appeared on the telecast himself, enthusiastically promoting the Chef. Siegel won the battle, in a rare clean sweep against Iron Chef Hiroyuki Sakai.  Brown remained neutral throughout the 2008 presidential campaign. Brown has been working in recent years as a radio talk show host and as a pundit on local and national political television shows and is seen as attempting to build credibility by abstaining from endorsing candidates for office. "I've never been high on endorsements," Brown said. "When you get one, all it does is keep the other guy from getting one. Really, what did getting John Kerry's endorsement do to help Barack Obama?"

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He also played himself in two Disney films, George of the Jungle and The Princess Diaries,