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Kendra Reagan has over 20 years of work experience, starting as an Assistant Manager at Castle Gap Jewelry Co in 2000. Within a year, they were promoted to Assistant Manager, where they managed the sales floor, inventory, and made decisions regarding hiring and firing employees. In 2003, they joined RR Donnelley & Sons as an EDGAR Conversion Specialist, where they mastered requirements and received a promotion to EDGAR Filing Specialist after one year. Kendra used HTM coding and company software to convert various documents and solve problems. In 2003, they also worked at Bowne as an EDGAR Filing/EDGAR Operations - CSR and later as an EDGAR Operations specialist. Kendra served as a project manager and liaison between customers, sales, and industry-specific platforms. In 2015, Kendra joined O'Neil Digital Solutions as a Senior Client Services Manager.

Kendra Reagan's education history includes attending CCCC, where they obtained two Associates Degrees. The field of study for these degrees is not specified. Kendra later attended Collin College, where they pursued Business/Corporate Communications. Kendra also attended DCCC, earning two additional Associates Degrees. It is mentioned that Kendra Reagan attended Lake Highlands, but no information about the degree or field of study is provided. Lastly, they completed their high school education at Lake Highlands High School.