Siegel worked for many years as an advertising executive in New York City, with writing credits from the "Yo, Yao" ad that aired during Super Bowl XXXVII, and was Vice Chairman of the Board of Directors of BBDO New York. Since leaving commercial advertising in 2006, he has been responsible for many political advertisements from Eliot Spitzer's gubernatorial campaign in New York in 2006 to Hillary Clinton's Presidential campaign in 2008.[1] He continues to work in politics today.