Rye City Councilman (D) 2006 -2009, a member of former Rye Democratic Mayor Steve Otis’s council majority voting bloc. Mr. Cunningham did not seek reelection in 2009 subsequent to numerous Rye government controversies including Hen Island, Schubert’s Wetland Destruction and runaway tax increases and city spending, particularly legal fees – paid to Rye City Corporation Counsel. A Rye native he is now Chairman of the Rye Golf Commission.