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Stuart Paddock III has a wealth of experience in the media industry. Stuart started their career at Daily Herald/Paddock Publications, Inc. in 2001 as an Application Development Specialist before becoming the Director of Information Technology in 2004. In 2008, Stuart joined Daily Herald as the Director of Production Operations, overseeing both printing operations and information technology. Stuart held the position until 2011 when they were promoted to the role of VP of Production Operations and Information Technology. In 2013, Stuart became the VP of Digital Technology and Information Systems at Daily Herald, a position they still hold.

Stuart Paddock III pursued their education from 1991 to 1993 at the University of Chicago, where they obtained an MBA with a focus on Business Administration.