Alumni

Dear Alumni,

Welcome! Dexter Southfield alumni make a difference in their communities around the world and are the embodiment of the School’s mission to graduate individuals who lead with confidence, serve with compassion, and live by the motto, “Our Best Today, Better Tomorrow.”

Dexter Southfield looks to cultivate meaningful relationships with its alumni long after they've left the hill. We hope you will consider joining us at an upcoming event, sharing an update for your classmates, telling us more about your impressive accomplishments, or by giving back to today's students through volunteer opportunities or a gift to the Dexter Southfield Fund. Wherever you find yourself today, be sure to keep your contact information updated so we can stay in touch.

Abby Meachem

Director of Alumni and Parent Relations
ameachem@dextersouthfield.org

Upcoming Events

Calendar RSS Feeds

May 30 2026

Southern Maine Alumni Luncheon

12:00 PM - 2:00 PM

Biddeford Pool, ME

Jun 10 2026

Alumni Summer Social

6:00 PM - 8:00 PM

Park City, Boston

Ways to Get Involved

Class Correspondents

The Class Correspondent volunteer role is dedicated to strengthening the lifelong connection between alumni and Dexter Southfield. Serving as a key liaison for their graduating class, the Class Correspondent helps foster engagement, community, and communication among classmates and with the School.

Contact Alumni Engagement Coordinator Maddy Metcalf to express your interest.

Host an Alumni Supper Club

Supper Clubs are community-centered gatherings where alumni can reconnect and celebrate their shared history with the School. Hosted in private homes or small local venues, these dinners provide a relaxed and welcoming environment where meaningful relationships can form across generations, strengthening ties to the broader Dexter community.

Contact Director of Alumni and Parent Relations Abby Meachem if you are interested in hosting a Supper Club.

Reunion Ambassadors

Volunteers are needed to serve as Reunion Ambassadors from the classes of 1966, 1976, 2001, 2006, 2011, 2016, and 2021. Reunion Ambassadors drive interest and encourage attendance at Reunion and Dexter Southfield Day. Those selected will conduct peer-to-peer outreach via phone, email, and social media.

Contact Alumni Engagement Coordinator Maddy Metcalf to express your interest.

Alumni Newsletter Archives

Alumni Survey Report

Update contact information

Submit a class note

subscribe to alumni newsletter

View photos from alumni events

Young Alumni Shield Society

The Shield Society is a group of graduates from the last ten years committed to "Our Best Today, Better Tomorrow." Alumni support to the Dexter Southfield Fund is the cornerstone for continued excellence for generations to come.

Classes of 2021–2025: $250+
Classes of 2016–2020: $500+

Make a gift today

Join us on Linkedin

like us on facebook

Meet the Alumni Board

The Alumni Board strives to inspire every alumnus to give back to the School, to spread the spirit of kinship among our alumni, and to secure the legacy and honor the traditions of Dexter Southfield. For more information or to get involved, please contact a member of the Alumni Board.

Shield Spotlights

Jeffrey Keith ’67

Alumnus shares the role Dexter played in his artistic journey.