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Ann Driskill has a diverse work experience spanning from 2016 to the present. Most recently, they worked at MoLo Solutions as a Customer Operations Specialist starting in January 2023. Prior to this role, they held the position of Customer Operations Representative at the same company from June to December 2022. In 2022, they also completed an internship as a Programming and Planning Intern at HSN from January to May. In 2021, Ann worked as a Buying Consultant at A Little Happy from August to December. Ann also had internships in buying and social media at HSN and Island Brands USA, respectively, during the same year. Furthermore, Ann worked as a Retail Merchandiser at Lawrence Merchandising Services from January to June 2021. Earlier in their career, they gained experience as a Cocktail Server at Il Giardino Ristorante from May 2018 to January 2019, and as a Hostess at Bay Local Eatery from June 2016 to December 2017.

Ann Driskill completed their high school education at Norfolk Academy, earning a High School Diploma in 2018. Ann then went on to attend the University of South Carolina from 2018 to 2022, where they obtained a Bachelor's degree in Retail Management. In addition to their formal education, Ann Driskill also obtained a certificate of completion in Keyhole Social Listening from Keyhole.co in April 2020.