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Dickson Li has a long history of work experience, beginning in 2008. Their first role was as Brand Sales Manager - Western Canada at Timebomb Trading Inc. Dickson then moved on to become a Territory Account Manager for Sole Technology in the same year. From 2017 to 2019, they held Territory Account Manager roles at OBEY Clothing, Loser Machine Company, Dark Seas Brand, Bellroy, Publish Brand, Inc., and Alpha Industries, Inc. In 2019, they also took on a Delivery Driver role at Dickys Dumps.

Dickson Li attended Emily Carr University of Art and Design from 2006 to 2009, where they studied Industrial and Product Design. Dickson also attended Simon Fraser University from 2001 to 2003, where they studied Film/Cinema/Video Studies.