Alumni Community Information

Hello from Centre Street!

It’s been a whirlwind of a first month at Milton, getting to know new colleagues, visiting with the Board of Trustees at their May meeting, and even traveling to California to spend time with some amazing West Coast alums.

Already, being at Milton has been such a meaningful experience. I want to thank everyone who has welcomed me so warmly! It’s been inspiring to hear your stories and feel the deep connection each of you has to Milton. I’m excited to keep the momentum going and meet even more alumni and friends in the weeks and months ahead—especially at Reunion in June. Whether near or far, your engagement and support shape the future of this school, and I’m thrilled to be part of it.

I look forward to more opportunities to connect and get to know all of you better.

With gratitude,

Kelly DeGregorio
Chief Advancement Officer

As part of the 2025 DEIJ Speaker Series, Tonantzin Carmona ’08 shared her inspiring journey from Chicago’s Little Village to the White House. The first Latina special assistant to the president for economic policy, she spoke about growth, resilience, and purpose. Now a Brookings fellow, Carmona credits Milton for shaping key skills in public service. From creating Chicago’s first municipal ID to working on Elizabeth Warren’s 2020 campaign, she has prioritized community voices. Urging students to lead with purpose, she reminded them: “The future can be shaped by the actions that you take today.” Read More.

Milton community members gathered at the Emerson Colonial Theatre for the Boston debut of Kimberly Akimbo, the Tony Award–winning musical by David Lindsay-Abaire ’88. Alumni, students, faculty, and staff celebrated David’s remarkable work. One performance was especially meaningful, with Head of School Alixe Callen ’88—David’s classmate—and retiring faculty member Dar Anastas, his former teacher, in attendance. It served as a touching tribute to Dar’s impact on Milton’s performing arts over four decades. Bravo to David and the entire cast and crew! Click here to learn more and see if the show is coming to a city near you.

This year’s Class of 2025 Senior Gift Campaign was a great success! The seniors achieved a staggering 60% participation, exceeding their ambitious 55% participation goal, and earned $10,000 from challenger Michael Lee ’09, for the Milton Fund’s financial aid priority. The Senior Gift Campaign was led by a committee of 10 dedicated volunteers (pictured), including Senior Gift Committee Co-Chairs Becca ’25 and Oliver ’25. Learn more about the Class of 2025 Senior Gift Campaign.

The starting line of the Pan-Mass Challenge in Wellesley is a sea of brightly colored spandex and barely contained enthusiasm. Each August, thousands of cyclists gather there and in other locations around eastern Massachusetts for the two-day ride, all to benefit the Dana-Farber Cancer Institute. In 2024, nearly 7,000 riders raised a record $75 million to fund cancer research and treatment. Katie Janeway ’88, in her black-and-neon Team Precision for Kids bike jersey, was among them. Read More.