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Drake Whitehurst has had a diverse range of work experience. Drake started their career at Nordstrom, working in the Men's Shoe Department sales from November 2011 to December 2012. Drake then interned at CBS Radio, providing sales and marketing support. Drake joined Oracle in July 2015 as a Business Development Representative for Oracle Marketing Cloud. Drake was promoted to Team Lead and achieved top performance consistently. In 2017, they moved on to BuildFax, serving as a Market Development Specialist and later as a Channel Partner Account Executive. In 2019, Drake joined C3 Presents as a Technical Account Manager, focusing on digital strategy and client management for international music festivals. Currently, they hold the position of Vice President, IRA Operations at Unchained, where they have worked in various roles since October 2021.

Drake Whitehurst obtained a Bachelor of Arts (B.A.) degree in Interdisciplinary Studies with an emphasis in Marketing & Consumer Behavior from the University of California, Berkeley, from 2013 to 2015. Prior to that, they attended City College of San Francisco from 2011 to 2012, but did not obtain a degree. Drake also holds a Radio Marketing Professional certification from the Radio Advertising Bureau.