Karen Kaplan

Chairman & CEO

As Chief Executive Officer of the 14th largest advertising agency in the U.S., Karen has been a driving force in helping grow Hill Holliday to over $1 billion in annual billings since being hired as a receptionist in 1982. Business Insider and Advertising Age have recognized her as one of the most influential women in advertising. She serves on the Boards of Directors for numerous civic and professional organizations, is Chairman of the Greater Boston Chamber of Commerce, and is a member of the Clinton Global Initiative, an action-oriented community of the most effective CEOs, heads of state, Nobel Prize winners, and non-governmental leaders in the world.

Started from the bottom now I'm here.


Selected Capabilities


In 1968, Jay Hill, Alan Holliday, Jack Connors and Steve Cosmopulos founded an agency in Boston based on the principle that creativity could drive business. Forty five years later, we're still operating on that very same premise, albeit with a few more people. Today, there are more than 900 of us who work at Hill Holliday. Together, we are the 14th largest ad agency in the United States. It's very nice to meet you.