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Stewart was a regional field director for the Louisiana Democratic Party during Senator Mary Landrieu's 2002 run-off campaign.
Mary Landrieu defeated three fellow Democrats for the post, including two legislative colleagues, former U.S. Representative Anthony Claude "Buddy" Leach, Jr., a wealthy Leesville businessman and the current Louisiana Democratic Party state chairman, and (2) Kevin P. Reilly, Sr., then the CEO of the Lamar Advertising Company in Baton Rouge.