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Amy Kassander worked as a Trainer at Publix Super Markets from December 2013 to May 2018. Amy then joined The Reynolds and Reynolds Company as an Enterprise Accounts Consultant from May 2018 to November 2020. In 2021, they worked as a Customer Engagement and Training Specialist at both PrismRBS and Nebraska Book Company, Inc.

Amy Kassander's education history begins with their time at Valencia College, where they earned an Associate's degree. The specific start and end years for this education are not provided. Following this, Amy attended the School of the Art Institute of Chicago from 2008 to 2009, without completing a specific degree in Fine/Studio Arts, General. Lastly, Amy attended Seminole State College of Florida from 2016 to 2017, completing a Bachelor of Science degree in Business, Management, Marketing, and Related Support Services.