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Robyn Kesler has a diverse work experience. Robyn started their career in 2010 as a System Administrator at the US National Whitewater Center. Robyn then moved on to work as a Student Account Specialist at Queens University of Charlotte from 2012 to 2014. Robyn joined Tupelo Honey Cafe in 2014 as a Financial Analyst, and later served as an IT Director starting from November 2016. In between, they briefly worked as a System Administrator at the Oklahoma City Boathouse Foundation from August 2015 to November 2016.

Robyn Kesler attended the University of South Carolina from 2005 to 2009, where they completed their Bachelor of Science (BS) degree in Corporate Finance and Entrepreneurship Management. In January 2023, they obtained a certification in Difficult Conversations at Work from Learning @ Morning Brew.