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From 1993 to 2001, Siewert held several positions during the Clinton administration, including serving as a special assistant to the president for economic affairs, working at the National Economic Council. He was deputy White House press secretary when White House Press Secretary Joe Lockhart resigned on September 20, 2000. Siewert handled the press secretary duties from September 30, 2000, to January 20, 2001, the final 112 days of the Clinton administration.