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Anna Cheshire Levitan

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Anna Cheshire Levitan

Founder + President

5th Street East Founder + President Anna Cheshire Levitan has grown 5th Street East into a full-service digital creative agency with a client base of national and international companies that span sectors, including TV, lifestyle, real estate and biotech.

An accomplished producer and interviewer, Anna has interviewed as well as produced content and photoshoots on location for an array entertainers and personalities at the helm of the world’s largest corporations and entertainment entities, including the late Evelyn Lauder, Senior Corporate Vice President of the Estee Lauder Companies (interview), Lee Iacocca, former Chairman of Chrysler Corporation (script writing; video production), Academy Award-winning actors Morgan Freeman and Forest Whitaker (interviews; photoshoots), Monaco’s Caroline, HRH Princess of Hanover (interview), Leonardo Ferragamo (interview; photoshoot), the late Oscar de la Renta (interview) and John Varvatos (interview).

Prior to founding 5th Street East, Anna was an Executive Editor and Fashion Editor-at-Large for New York based Niche Media LLC.

With a prolific history of philanthropy, Anna Cheshire Levitan has raised millions of dollars for non-profits by co-chairing the Boston Public Garden’s Green and White Ball, Boston Ballet’s Carmen Ball and the Joslin Diabetes High Hopes Gala.

Anna Cheshire Levitan has been featured in Women’s Wear Daily, Vanity Fair, the Boston Globe, Boston Magazine and the Boston Herald on multiple occasions.

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