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Derek Pine started their work experience as a Graphic Design Intern at ME&V from September 2000 to May 2001. Derek then worked at Farm Bureau Financial Services as a Sr. Creative Specialist from September 2001 to April 2007. Derek Pine's most recent role was as the Managing Director of Design at Flynn Wright, where they led and co-led marketing and advertising campaigns for various clients across different media types.

Derek Pine attended Urbandale High School from 1993 to 1997, where they did not earn a degree and did not specify a field of study. Following that, they pursued a Bachelor of Arts degree in Graphic Design and Art at Wartburg College from 1997 to 2001.