UPPER SCHOOL OPENINGS
Upper School Faculty / Teaching Openings
House Head, Wolcott House (Internal only)
The Upper School Residential Life team is seeking a House Head for Wolcott House, a boys’ dorm, to begin in August 2026. House Heads are responsible for the health, well-being, and social growth of the students in their respective houses. Through leadership of the house staff and supervision of the house’s advising program, House Heads lead adults in thinking about student needs, including character development, community relations, house unity...
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Upper School Staff and Administrative Openings
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Teaching in the Upper School
- Join a passionate faculty community at one of the nation’s leading independent schools, where teachers find meaning, purpose, and professional fulfillment every day.
- Teach motivated, intellectually curious students who challenge and inspire you with their creativity, curiosity, and commitment to learning.
- Balance tradition and innovation—Milton’s rigorous academic program is grounded in proven practices, while offering teachers the freedom to design and adapt courses for today’s world.
- Bring your teaching philosophy to life in small classes with a low student–teacher ratio that encourages authentic engagement.
- Collaborate with colleagues to shape Milton’s unique curriculum.
- Grow as an educator through mentorship, collaboration, and robust professional development—whether you’re a new teacher or an experienced independent school faculty member.
- Contribute beyond the classroom by advising student clubs, coaching athletic teams, or serving as a dorm parent—roles that deepen your impact as a mentor and role model.
- Experience the rewards of residential life—approximately 50% of Milton faculty live in school-owned housing on campus, including our nine on-campus dormitories, giving them and their families opportunities to be meaningfully involved in our vibrant, 24/7 campus life.
- Enjoy on-campus dining, with free meals available to residential employees during the school year.
- Advance your career in education at a school that values creativity, excellence, and continuous learning—where your ideas matter and your growth is supported.
The reason I’m able to teach high-level science is because of the kinds of students we have at Milton Academy. In many ways, they’re fearless… They’re not afraid to share and augment their ideas with their classmates.
julie seplaki | upper school science faculty member
Penn Fellow
Since 2012, Milton’s Upper School has worked with the University of Pennsylvania’s Graduate School of Education Independent School Teaching Residency program to welcome some of the country’s brightest new educators for an immersive training experience as they work toward master’s degrees. The Penn Fellowship program, of which Milton was a founding member, is a two-year residency that gives teaching fellows direct classroom experience along with opportunities to be involved in school life as boarding staff, coaches, and student advisors.
Fellows are mentored by veteran Milton teachers and receive support from their Penn professors and cohorts throughout the program. In turn, Milton students and faculty benefit immensely from the presence and energy of the fellows, who are studying the latest in pedagogy and teaching best practices.