Smith, 57, is running as a Democrat for City Council President this election season. Readers may not be terribly familiar with Smith, but this is his seventh political campaign and his name has been gracing ballot cards in the city for the better part of a decade. He's run for city comptroller (1998), U.S. House of Representatives (1999, '02), mayor (2004), U.S. Senate (2006 primary) and governor (write-in candidate in the 2006 general election). He has a small constituency, which peaked at 12,159 votes during his race for comptroller; in elections since then, he's generally earned less than 1 percent of the vote. He knows that winning this, his latest race, will be an uphill struggle. But that's OK with him.