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Pearson Cunningham is the current Vice President of Design at Lolli. They previously worked as the Chief Innovation Officer at Varsity Partners from December 2016 to April 2021. Prior to that, they were a Graphic Designer at Adams Outdoor Advertising from April 2012 to June 2013, and the Chief Design Officer and Co-Founder at Cosmic from January 2012 to November 2016.

Pearson Cunningham has a Bachelor's degree in Industrial and Product Design from Auburn University.

Pearson Cunningham works with Gabrielle C. - Head of Customer Care, Shana Jordan - COO, and Matt Senter - CTO & Co-Founder. Their manager is Alex Adelman, CEO & Co-Founder.