Kerry F. Cunningham

Kerry Cunningham had considered running for a Board position for many years but felt that her children were too young for her to make the commitment. However, she ultimately realized that “it was the very reason why she should run.” Her three children are currently students at Wells and Brewster High School.

An attorney, Cunningham was elected to the Board in May 2017. Coming into the role, she admired the District’s work in renovating and expanding JFK and CV Starr, as well as the district’s field improvements.

Looking forward, she says she’d like the Board to “try to ensure that there are a sufficient number of teachers in all courses so that class sizes can decrease and more direct instruction can be given.” She adds that she’d also like to see greater cohesiveness between the Board, the Superintendent, and the district’s teachers.


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Brewster Central School District

The Brewster Central School District serves approximately 3,000 students, all of which are housed in one of four different school buildings. There is one primary school – John F. Kennedy Elementary School, one intermediate school – C.V. Starr Intermediate School, one middle school – Henry H. Wells Middle School, and one high school – Brewster High School. Brewster has earned a reputation as a nationally recognized, high performing school system with students who consistently perform at or above the levels of districts with similar demographic and economic profiles.


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