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Cassandra Wilson has a diverse work experience spanning various industries. Cassandra started their career as a Promotions Assistant, Trainer, and Bartender at Fox and Hound English Pub from July 2006 to October 2010. In September 2007, they became the Director of Marketing and Sales Representative at Bennett's Aircraft Window Services, where they stayed until September 2018. From May 2014 to May 2016, they owned a small business called Slammerz Taco Bar. In February 2020, they joined The Delta Companies as a Marketing Account Manager and worked there until May 2021. Cassandra then worked as an Account Manager in Medical Device Sales at Zynex Medical from May 2021 to January 2022. From February 2022 to the present, they have been working as an Account Manager and Pharmaceutical Sales at Syneos Health. Currently, they are a Customer Success Manager at DoctorLogic since November 2022.

Cassandra Wilson obtained their Bachelor of Applied Science (BASc) degree in Psychology from Texas Woman's University, where they studied from 2005 to 2008. Additionally, they earned a Professional Representative Certification from the Medical Sales College in September 2019.