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Head of Upper School

Springside Chestnut Hill Academy -
Philadelphia, PA

Quick Apply

Job Details

Full-time

Qualifications

Employee relationship building

Full Job Description

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.

SCH's 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:

Educational Leadership:

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 SCH's mission and Upper School programming

Student ExperienceCulture:

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

Faculty LeadershipDevelopment:

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

Signature SCH Programming:

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

Community Leadership:

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

OperationalStrategic Partnership:

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

Desired Qualifications:

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

Leadership Characteristics:

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.

Quick Apply

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head of jobs in philadelphia, pa

Head of Upper School

Chief of Staff - Behavioral Health and Intellectual Disability Services

Fire Chief

System Chief, Cardiovascular Imaging | Pennsylvania

Chief Engineer- Hilton Garden Inn, Mt Laurel, NJ

Chief Operating Officer

Chief Maintenance Engineer

Chief Compliance Officer

Chief Nursing Officer

Survey Technician (Crew Chief) - Philadelphia, PA

Chief Medical Officer | Behavioral Health Hospital | Scranton, PA

Chief Financial Officer / CFO

Chief Estimator - Ground Up Construction

Head of Central Operations

Chief Technology Officer

Head of Logistics

Assistant Head of Academics (26-27)

Chief Program Officer

Head of Engineering (Remote)

Head of AI Clinical Excellence

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