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Kaitlyn Kewriga started their work experience in 2010 as a Marketing Intern at the National Highway Traffic Safety Administration. In 2010, they also worked as a Server at Jake n JOES Sports Grille. From 2012 to 2013, they held the role of Marketing Intern at Jake n JOES Sports Grille. In 2013, they joined Willwork Global Event Services as an Event Specialist and later became the Director of Client Services in 2017.

Kaitlyn Kewriga attended Stoughton High School from 2002 to 2006. Kaitlyn then enrolled at the University of Massachusetts Dartmouth from 2006 to 2010, where they earned a Bachelor of Science in Business Marketing with a specialization in marketing.