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Kelly Caldwell is the current Dean of Faculty at Gotham Writers Workshop. Kelly has also been a Copy Editor at Cynopsis from January 2005 to December 2006, where they edited a popular daily e-newsletter for the television industry with a circulation of 50,000. Prior to that, Caldwell was a caseworker at The Salvation Army of Greater New York from October 2001 to February 2003, where they interviewed survivors of the September 11th terrorist attacks, authorized financial aid, researched possible sources of further assistance, and advocated for clients. Caldwell has also done freelance work and was a reporter at The Holland Sentinel from January 1988 to December 1994.

Kelly Caldwell has a Master's in Journalism from Columbia University - Graduate School of Journalism and a Bachelor's degree in Journalism from the University of Missouri-Columbia. Kelly also has a bachelors from Woodstock High School.

Some of their coworkers include Sona Banker - CFO, Dana Miller - Dean of Students, and Justin Street - Director of Marketing & Design. Kelly Caldwell reports to Alexander Steele, President.