peter dillon



Prior to joining the Shaker Mountain School Union, Peter has been the Superintendent of Schools for the Berkshire Hills Regional School District.

Peter served as Executive Director of Policy in the Office of Portfolio Planning at The New York City Department of Education helping to create and sustain more than 150 new schools. He was the Principal of The Heritage School in East Harlem, a collaboration between Teachers College, Columbia University and the New York City Schools. He taught in New York and in the Republic of the Marshall Islands as a Peace Corps Volunteer.

Peter has a Doctorate in Curriculum and Teaching from Teachers College, Columbia University where he also received an M.A. in Teaching English to Speakers of other Languages. He holds an Ed.M. in International Education from Harvard University and an A.B. in History and Religion from Bowdoin College.

Peter lives with his wife Diane and three children in Great Barrington.


Jill Pompi

jill p.JPG

Jill is excited to be the Principal at RCS! She has worked in education as a classroom teacher, reading specialist, Title I Director, Curriculum Director, and Literacy Coach. In addition, Jill has taught part time at the college level since 1997 and has worked part time as an educational consultant since 2001. Although she has loved every one of these positions, she knows that working as Principal at RCS will be her absolute favorite!

Jill earned her Principal and Superintendent Certification from MCLA in 2016. She holds her Ed.S. Degree in Language and Literacy from Simmons College. In addition, she earned her reading specialist certification, elementary education certification and M.Ed. in Curriculum and Instruction from MCLA.

When she is not at RCS, Mrs. Pompi enjoys traveling with her family, running marathons, baking a variety of desserts, and reading any book she can find.

Administrative  Assistant:

Natalie Gingras


Administrative  Assistant:




After working  for over 15 years in the private sector as the office administrator for a real estate developer she found her true passion was to be around children.  She has been with Richmond School since 2010.  

Mrs. Gingras grew up in Pittsfield, graduated from Berkhsire Community College with a degree in Business Adminstration and resides there with her husband and two children.  She enjoys warm weather and the outdoors.  Her goal is to retire on the beach in St. Thomas, U.S, Virgin Islands.