14. Harpo Inc.

From television and radio to films and print, Harpo Inc. is one of the most powerful media empires in the world. Over the past 20-plus years, media titan Oprah Winfrey has grown the Chicago-based company from a five-person production company to a multimedia conglomerate that grossed $340 million in 2008.

Harpo Inc. properties include O, The Oprah Magazine; syndicated television shows for Winfrey, life coach Phil McGraw, and celebrity chef Rachael Ray; the Broadway musical The Color Purple; and a lucrative $55 million XM Radio Inc. deal.

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