Meet Our Team

Dennis A. Clarke
Chairman and CEO

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Dennis A. Clarke joined Cummings Properties in 1992 as general manager of Community Weeklies, Inc., a local newspaper chain that was closely affiliated with Cummings Properties at the time. He began working on the real estate side of the organization in 1996 as operations manager, was elected president and chief executive officer in November 2004, and was named chairman and CEO in 2018.

Clarke grew up in Winchester and graduated from Winchester High School and Harvard College. He gained business experience as a licensed commercial insurance broker and a marketing coordinator before joining the Cummings organization, where he has since spent almost his entire career.

Clarke is actively involved in the community, having served as director of Winchester Chamber of Commerce, director of Woburn Business Association, a trustee of Cummings Foundation, and a corporator and chair of the Business Partners Program of Winchester Hospital. He has held multiple leadership positions with NAIOP Massachusetts, including president and then chairman of its Executive Committee. The chapter has more than 1,700 members, representing nearly 525 companies.

Clarke and his wife Alicia (Angeles), also a Winchester native, have three sons and one daughter.