Visionary Head of School

Montgomery School; Chester Springs (PA); On-site; USD 220,000 - 240,000; Full time

Benefits offered by this job

Tuition remission

Health and wellness plans

Retirement plan with employer contrib.

Job summary

Montgomery School in Pennsylvania seeks a thoughtful, inspiring Head of School to lead teaching and learning, and to ensure financial sustainability. The role oversees a leadership team spanning enrollment, programs, development, finance, and operations.

The Head will preserve childhood, foster joy and curiosity, and guide sustainable growth and community engagement. The successful candidate will bring senior leadership experience in independent schools, strong communication skills, and a

Qualifications

• Experience leading independent or similar schools.
• Experience budgeting, financial planning, and stewardship of resources (endowment).
• Fundraising and donor-relations with measurable results.
• Enrollment-management and communicating school value.
• Excellent written and verbal communication across diverse groups.
• Mentorship and development of faculty.
• Teaching experience and understanding of faculty responsibilities.
• Experience in social-emotional learning and supporting learning differences.
• Aligning curriculum with thoughtful technology and innovation.
• Building partnerships with the community.

Responsibilities

• Serve as educational leader and chief executive, guiding teaching and learning.
• Oversee leadership team across enrollment, programs, fundraising, finance and operations.
• Communicate Montgomery School’s mission and priorities into action.
• Preserve childhood and foster joy, curiosity, and sustainable growth.
• Lead change while building a strong leadership team and partnerships.

Skills

Leadership experience

Budgeting and financial planning

Fundraising and donor relations

Enrollment-management

Excellent written and verbal comms

Faculty mentorship and development

Teaching experience

Social-emotional learning

Technology integration in education

Community partnership development

Change leadership

Executive leadership in schools

Education

Advanced degree in education or related field

Job description

Montgomery School in Pennsylvania seeks a thoughtful, inspiring Head of School to lead teaching and learning, and to ensure financial sustainability. The role oversees a leadership team spanning enrollment, programs, development, finance, and operations.

The Head will preserve childhood, foster joy and curiosity, and guide sustainable growth and community engagement. The successful candidate will bring senior leadership experience in independent schools, strong communication skills, and a