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Matthew Cyr has a diverse work experience spanning several industries. Matthew is the CEO and Founder of Crave Retail, a company that provides a customer experience platform for modernizing fitting rooms. Prior to this, they worked as the Enterprise Sales Director at GroupBy Inc., where they helped companies enhance their eCommerce solutions. Matthew also served as the Business Development Manager (Partners) at Edgecase. Matthew has experience in the retail industry as well, having worked at Skechers in various roles such as International Planner, International Retail Operations and Training, and Sales/Store Manager. Matthew also had a managerial position at Abercrombie & Fitch. Matthew's entrepreneurial spirit can be seen in their roles as the Founder of Deliver My Food, Inc, an online food ordering and restaurant review service, and Cyber Velocity, a LAN gaming organization. Prior to these ventures, they worked as an IT Consultant at Advanced MicroSystems, Inc.

Matthew Cyr attended Bryant University from 2006 to 2010, focusing on International Business and Chinese. However, no specific degree was mentioned.