Dean of Students

Milton Academy is seeking a Dean of Students for the Upper School.

The dean of students oversees and directs the key elements of the Upper School's Office of Student Life for 700+ students, comprised of both boarding and day students, including international students. The Office of Student Life serves as a hub - both literally and figuratively - of student culture & norms, services, policies, programming, and accountability, centrally located on campus and ultimately responsible for both the day-to-day management of the student experience and the overarching wellness of the community.

In partnership with other members of the Upper School administrative team generally, and the dean of operations and dean of faculty specifically, the dean of students also helps to build the framework of support and expectations for the adults working most closely with Milton students. At its best, the work of the dean of students is student-facing, proactive, and energizing, including situations requiring students to take ownership of their missteps and move forward.

At its most challenging, the work of the dean of students is central to the immediate and long-term management of student crises. Ultimately, the dean of students must embrace work that is immersed in the complexities of adolescent development and buoyed by each student’s journey and growth. To that end, the dean of students will join Milton at a time of self-reflection, bold vision, and strategic thinking regarding the student experience both within and beyond the classroom.

Ideal candidates will be passionate, empathetic, steady, and student-centered; thrive as an eminently present community member; have strong communication skills; have broad and deep experience working with students’ families; find joy in 24/7 community; and draw inspiration and energy from teenagers.

A member of the Upper School administrative team and the Office of Student Life, the dean of students reports to the Upper School principal and collaborates closely with the dean of operations, Upper School director of equity & inclusion, director of counseling, dean of academics, dean of faculty, director of restorative practices, and director of athletics.

Salary Range: $110,000 to $150,000 annually, based on experience and qualifications