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Calyn Reinhart began their work experience in 2000 as an Assistant Manager at Ann Taylor. From there, they went on to work as a Merchandise Manager at NeoPets Inc. from 2002 to 2007. Following that, they joined Transamerica Financial Advisors, Inc. as a Production Manager from 2007 to 2010. In 2010, they joined Age of Learning as the Director of Operations and held various roles including Director of Creative Standards, Sr. Design Director, Head of Product, Executive Producer, and VP & Executive Producer. Currently, Calyn Reinhart is serving as the SVP, Product at Age of Learning, starting in July 2023.

Calyn Reinhart attended Delphi Academy of Los Angeles from 1997 to 2000. Calyn then pursued an Associate of Arts (AA) degree in Fashion/Apparel Design at FIDM from 2000 to 2002.