Bill Southwick, C.A.G.S.

Educational Counselor

Bill brings to McMillan Education decades of experience in admissions and teaching in schools and camps serving elementary, middle, and high school-aged students. Truly a renaissance man, Bill works with a wide range of students of all ages, and various abilities, interests, and challenges. His deep knowledge and appreciation for how different learning styles impact students, whether they are non-traditional learners who are intellectually gifted or students formally diagnosed with a learning disability, informs Bill’s compassionate, positive and creative approach to educational planning. Bill’s considerable experience as an educator and admission director in traditional educational settings also makes him a highly effective school and college planner for students and families seeking the best fit, whether they are appropriate for the highly selective and competitive or the smaller, more nurturing and supportive educational environment.

Bill has held a variety of teaching and administrative roles in schools serving students from Pre-K through grade 12. As a classroom teacher and dorm parent at Landmark School in Beverly, Massachusetts, Bill built the foundation of his formidable understanding of students who learn differently while teaching language arts and providing intensive tutorials for students with language-based learning disabilities. The consummate student-centered professional, Bill also enjoyed his time supervising students in the dormitory and during weekend activities. While he would move on from Landmark’s boarding school life to Dexter Southfield, an independent Pre-K-12 day school in Brookline, Massachusetts, Bill kept his affinity for residential programming alive as camp director of O-at-ka in Sebago, Maine. His appreciation for and deep knowledge of the distinctive ways in which boys develop and learn are definitely informed by his experience in single-sex school and camp settings. While at Dexter Bill taught pretty much everything, from history and English to algebra and public speaking, and coached rowing, lacrosse and swimming. Always a selfless team player and perpetual student, he taught himself Latin to fill a teaching need. Bill’s extensive admission expertise comes from overseeing the distinctive elementary, middle and high school admission practices at Dexter Southfield and his close working relationship with the school’s college office.

Bill’s boarding school experience started as a student at Kimball Union Academy in Meriden, New Hampshire. He then attended Colgate University in upstate New York, earning his undergraduate degree in English and political science. He pursued his graduate-level study of education at Boston College and went on to earn a Certificate of Advanced Graduate Studies in Educational Leadership at Simmons University.

A native of Boston’s north shore, Bill has always been a devout outdoorsman, enjoying camping, fishing, survival skills, and all things outdoors. He continues to serve as a judge for a survival certification program in the woods of Maine. Bill and his wife live outside of Boston and are proud parents of three children and black lab Stella.

Where Bill comes from


Dexter Southfield School

O-at-ka Camp

Landmark School


Director of Admissions, Admissions Officer, Development Officer, Camp Director, Teacher of English, history, math, Latin, Coach of rowing, lacrosse, swimming


Simmons University

C.A.G.S., Educational Leadership

Boston College


Colgate University

B.A., English and Political Science

Bill’s educational planning focus areas:

Bill's Insights

It is finally March, and the independent schools are releasing their decisions.  If you find yourself with a letter of acceptance to your top choice, congratulations – this part of your process...
Dear Families and Friends of McMillan Education, As the admissions landscapes have continued to shift dramatically in these uncertain times, we are writing as is our custom to summarize the trends and...
My early educational experiences were remarkably typical for the early 1970s – the baby boom had ended, and public schools everywhere were closing due to low enrollment. Throughout elementary school, my class...
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