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Alyssa Callahan has worked in various roles related to product development. Most recently, they served as the Director of Product Development at HEYDUDE starting in 2022. Prior to that, they worked at Wolverine Worldwide from 2011 to 2022, where they held positions such as Product Development Director, Senior Product Development Manager, Product Developer, Associate Product Developer, and Product Development Intern. Before joining Wolverine Worldwide, Alyssa worked as a Sales and Marketing Assistant at Koehler Instrument Company from 2008 to 2011.

Alyssa Callahan completed their Bachelor of Business Administration (BBA) at the Questrom School of Business, Boston University. Alyssa specialized in Operations and Technology Management and Marketing during their attendance from 2008 to 2012. Later, they pursued a Master of Business Administration (MBA) at the Babson F.W. Olin Graduate School of Business from 2020 to 2022. The specific field of study for their MBA is not provided.