Eagle Hill School is unique in helping the child with learning differences to develop academic skills and self-confidence. Their mission is to provide intensive, short-term, remedial instruction to children with learning differences, and then return them to the educational mainstream as soon as possible.


In 1975, Eagle Hill School was started by Dr. James J. A. Cavanaugh as a residential and day school for children with learning disabilities. The school opened with 17 children, and grew to 38 by the end of just the first year of operation. The original faculty of 12 teachers and administrators came from Eagle Hill School in Hardwick, Massachusetts.

About the School

Eagle Hill School services children from Fairfield and Westchester counties as well as Manhattan in its day program, and children from the tri-state areas of Connecticut, New York, and New Jersey in its five-day boarding program. The school also welcomes students from all over the world.

The school is approved as a special education facility by the Connecticut State Department of Education, and is accredited through the Connecticut Association of Independent Schools.

About the Position

The Head of Upper School (approximately grades 6-8, though EHS is ungraded), in close collaboration with the Head of School and Head of Lower School, is responsible for the development and maintenance of all aspects of the educational program of Eagle Hill.  This includes assessing and developing curriculum, monitoring student progress, developing and overseeing professional development and evaluation program, and hiring upper school faculty.

Eagle Hill School is a highly collaborative school, and the Upper School Head should be a collegial leader comfortable working with veteran teachers as well as teachers just beginning their career. Experienced and skilled in working with students with learning differences, the successful candidate will have an understanding of the importance of multisensory/experiential teaching, an ability to work supportively with parents and a knowledge of the challenges faced by our students. Eagle Hill students are bright students with language-based learning differences, ADHD and/or executive function challenges. The school’s carefully formulated research-based curriculum helps students in reading, writing and math, as well as organizing, planning and effective self-advocacy.

Responsibilities include:

  • Staying abreast of cutting edge and time-tested research-based teaching techniques
  • Planning regular in-service professional development for staff, in conjunction with Head of Lower School
  • Evaluating teachers and the educational program
  • Overseeing department heads
  • Scheduling of upper school students/classes in conjunction with educational team
  • Teaching one academic period a day (as all administrators do)
  • Maintaining paperwork to support district-placed students

Expected Credentials:

  • Advanced degree, training in special education and/or literacy

How to Apply

Candidates interested in this position are asked to submit the following materials:

  • EC Candidate Summary Sheet (contact Deirdre Ling or Doug Cummings for that document)
  • Letter of Interest addressed to the Search Committee
  • Current résumé
  • Personal Statement or Statement of Educational Philosophy
  • A list of five or more references with contact information (including phone numbers and email addresses)
  • Up to three letters of reference (optional)

Please address any inquiries or expressions of interest to:

  • Deirdre Ling, Partner, Educators’ Collaborative, LLC (email: daling@comcast.net, phone: 508-696-7708)
  • Doug Cummings, Partner, Educators’ Collaborative, LLC (email: dcummings@educatorscollaborative.com, phone: 207-564-9000)