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How to Scale From a Small Business to a Billion-Dollar Empire

You may not know John Dickey by name, but you may have heard of the company he and his brother started in the ’90s: Cumulus Media. The duo bought a radio station in Atlanta then continued acquiring stations until their business, which has an estimated net worth of $2 billion, became the nation’s second largest radio company.

The brothers’ journey began after college, when they founded a media buying consulting company. Dickey has seen the media industry turn upside down, and continues to stay on the cutting edge with digital video. He was recently named the new CEO of Ora TV, a digital broadcast network co-founded by billionaire Carlos Slim and broadcasting legend Larry King.

I sat down with Dickey to learn how he navigated the ups and downs of a changing landscape and ended up on top. Get his insights on Entrepreneur.com.