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Tripp Graham has worked in various roles since 2003. Tripp began their career as an Art Director/Designer at Hotwire Communications in 2003. Tripp then worked as a Senior Designer at NetPlus Marketing from 2006 to 2008. After that, they worked as an Interactive Designer & Consultant independently from 2008 to 2010. From 2010 to 2013, they were a Marketing Specialist at New Horizon Software Technologies. Finally, they have been the Chief Operating Officer at PlanGuru since 2013.

Tripp Graham attended Wyoming Seminary College Preparatory School from 1995-1999, and then went on to earn their Bachelor of Fine Arts in Graphic Design from Boston University in 2003.