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Chelsey Essex has a diverse range of work experience. Chelsey started their career as an International Radio and Television Society (IRTS) Summer Fellow at CBS Corporation in 2005. Chelsey then worked as an Associate Producer at WKEF-TV in 2006. In 2007, they joined Empower MediaMarketing as a Client Service Associate. Chelsey joined Touchstone Group Associates in 2009 and held various roles including Associate Program Manager, Program Manager, and Senior Program Marketing Manager until 2014. Chelsey then joined NASCAR as a Senior Manager in Digital Products from 2014 to 2017. Chelsey went on to become the Senior Manager of Client Marketing from 2017 to 2018 and then was promoted to Director of Digital Advertising until 2021. Currently, Chelsey is working in the role of Senior Director of Digital Advertising at NASCAR.

Chelsey Essex completed their education with a BA degree in Sports Communication and Electronic Media Production, with a minor in Business Administration, from Ashland University in 2006. Chelsey then pursued a Master's degree in Marketing from the University of Cincinnati, which they completed in 2013. In 2023, Chelsey attended the Tuck Executive Education at Dartmouth for the WISE Executive Leadership Institute.