Jack Berry was raised outside of Chicago. He graduated from Georgetown University in 1974. In 1975 he moved to Salisbury, Maryland, to work for the Independent Players Association. Its Executive Director, the late Bill Riordan, managed Jimmy Connors, and Ilie Nastase, and promoted an indoor men’s professional tennis circuit.
In 1979 Norfolk SCOPE hired Berry as the Promotion and Sales Manager of the multi-purpose facility. He moved to Richmond, Virginia, in 1988 to become Director of Marketing & Sales for the Richmond Centre for Conventions & Exhibitions. The City promoted him to General Manager in 1990. In December 1992 he was named President & CEO of the Richmond Metropolitan Convention & Visitors Bureau – today known as Richmond Region Tourism.