Head of Upper School

Position Summary

The Upper School Head serves as the educational and cultural leader of the Upper School at Springside Chestnut Hill Academy guiding a vibrant community of students faculty and families in grades 9-12. Reporting directly to the Head of School and serving as a member of the Senior Leadership Team the Upper School Head champions academic excellence student belonging faculty growth and mission-centered innovation.

The Upper School Head is responsible for shaping a distinctly SCH experience - one that combines intellectual rigor creativity character curiosity leadership and joy. The role requires an experienced educational leader who understands adolescents deeply and who can cultivate a culture where students are challenged academically known personally and inspired to think independently and live courageously.

Located in Philadelphia and uniquely connected to the Wissahickon Valley SCH embraces the educational possibilities of both city and natural environments. Our campus - with buildings constructed across three different centuries - reflects both the history and continued evolution of the school itself. The Upper School experience intentionally extends beyond the classroom through experiential learning leadership development outdoor education entrepreneurship athletics arts and innovation. Beginning with the transformative ninth-grade Outward Bound experience students are challenged to build resilience independence empathy and community throughout their Upper School journey.

SCHs Upper School community reflects the breadth and diversity of the greater Philadelphia region drawing students from more than 90 zip codes across Southeastern Pennsylvania and neighboring communities. Through a significant commitment to financial aid and accessibility SCH brings together students with varied backgrounds experiences perspectives and aspirations. The Upper School also includes an intentional international student community that enriches the educational experience through global perspectives and cultural exchange.

The spirit of SCH is perhaps best captured by the phrase carved into the Alexander Stirling Calder fireplace in the Henry Library in 1906: Kindle Your Own Fire. The Upper School Head helps ensure that students are inspired not only to achieve but also to discover purpose cultivate curiosity and develop the confidence to lead meaningful lives.

At SCH the Upper School experience is defined not only by exceptional academics but also by authentic opportunities for leadership entrepreneurship athletics artistic expression robotics and innovation community engagement global learning and real-world experience. The Upper School Head ensures these defining experiences are integrated into a cohesive and mission-aligned student journey.

Primary Responsibilities:

• Provide strategic and day-to-day leadership for all aspects of the Upper School program
• Promote a culture of intellectual curiosity academic challenge creativity and student engagement
• Lead ongoing innovation in curriculum teaching learning and student experience
• Support a balanced and student-centered academic environment that values both excellence and wellness
• Ensure alignment between SCHs mission and Upper School programming

• Foster a joyful inclusive and relationship-centered Upper School culture where students from varied backgrounds and experiences feel known valued and connected
• Ensure students are supported challenged and celebrated throughout their Upper School journey
• Promote student leadership character development ethical decision-making and belonging
• Support student wellness and healthy adolescent development
• Cultivate a community that values empathy collaboration curiosity and mutual respect
• Partner with students to sustain an engaged vibrant and mission-centered school culture

• Recruit support evaluate and retain exceptional faculty and staff
• Foster a collaborative culture of professional growth and innovation
• Encourage interdisciplinary learning and mission-driven teaching practices
• Support faculty leadership development and instructional excellence

• Champion the distinctive programs and experiences that define the SCH Upper School journey including:
  • Inter-A athletics and student-athlete development
  • The Center for Entrepreneurial Leadership (CEL)
  • Robotics engineering and innovation initiatives
  • Visual and performing arts
  • AP and advanced academic offerings
  • Experiential and community-based learning
  • Outdoor leadership and the ninth-grade Outward Bound partnership
  • Philadelphia-based civic and cultural engagement opportunities
  • Global education and international student experiences
• Support opportunities for students to engage in meaningful global learning including international partnerships cultural exchange and educational travel experiences
• Ensure these experiences are integrated into a coherent vision of adolescent education that develops intellectual curiosity resilience leadership creativity collaboration and purpose

• Build strong partnerships with families students faculty alumni and school leadership
• Communicate clearly thoughtfully and consistently with all constituents
• Serve as an ambassador for the Upper School and the broader mission of SCH
• Partner effectively with families from a wide range of backgrounds and experiences
• Participate actively in admissions enrollment and community events

• Partner closely with the COO and institutional leaders to support the daily student experience
• Lead Upper School planning scheduling staffing and program implementation
• Support school-wide strategic initiatives and institutional priorities
• Contribute to long-range planning and innovation efforts

• Demonstrated success in educational leadership and adolescent-centered learning environments
• Deep understanding of Upper School students and adolescent development
• Exceptional communication relationship-building and leadership skills
• Strong commitment to academic excellence and student belonging
• Experience supporting innovative programming and interdisciplinary learning
• Ability to lead with empathy clarity optimism and integrity
• Commitment to diversity equity inclusion accessibility and community engagement
• Appreciation for the value of geographic socioeconomic and cultural diversity within a school community

Preferred Experience:

• Independent school leadership experience preferred
• Experience leading faculty teams and complex school communities
• Familiarity with advanced academic programming athletics arts innovation experiential education and global learning
• Experience supporting strategic initiatives and institutional change
• Experience working with diverse student populations including international students and families

The ideal candidate will demonstrate:

• Intellectual curiosity
• Authenticity and humility
• Joy in working with adolescents
• Visible and relational leadership
• Creativity and adaptability
• Excellent judgment
• Optimism and warmth
• Cultural competence and global perspective
• A deep belief in the transformative power of schools and community

Application Procedures:

Application deadline: September 15 2026. To be considered candidates must upload a cover letter resume and information for three references through our online platform.

Required Experience:

Director