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Jay Calderin founded Boston Fashion Week, and has served as the organization's Executive Director since 1995. In 2012 he was appointed Creative Director of the first Chengdu Fashion Week in China. His work as a fashion designer has graced the pages of Vogue and Elle magazines. He is an instructor and the Director of Creative Marketing at the School of Fashion Design in Boston.

His pursuits as a professional coach and motivational speaker have afforded him opportunities to share and explore his ideas about the fashion industry at the Museum of Fine Arts, Boston, Peabody Essex Museum, Isabella Stewart Gardner Museum, Nantucket Atheneum and leading educational institutions.