Upper School Assistant Principal

Heritage Oak Private Education; Town of Florida, Northern (NY, KY); Hybrid; USD 90,000 - 125,000; Full time

Benefits offered by this job

Health, vision, and dental benefits

401(k) plan with company match

Employee referral bonus

Student tuition discount

Professional development and growth

Job summary

Sagemont Preparatory School is hiring an experienced educational leader to serve as Upper School Assistant Principal for grades 6–12. You will partner with the Principal to shape academic vision, lead instructional priorities, and coach teachers toward excellence.

The role emphasizes collaboration with department leaders and a focus on innovative programs and student success. You will oversee classroom observations, student life, and daily operations while maintaining visibility across the

Qualifications

• Master's degree in Educational Leadership or a related field.
• Demonstrated leadership experience within a high school or secondary-school environment, including substantive responsibility for curriculum, instruction, and faculty development.
• Minimum of two years of successful educational leadership experience, preferably within a college-preparatory high school or secondary-school setting.
• Experience leading professional development and implementing school-improvement initiatives.
• Strong understanding of instructional best practices, assessment, curriculum design, classroom management, and data-informed decision-making.
• Proven ability to build a positive school culture and meaningful, trusting relationships with students, faculty, families, staff, and community members.
• Creative and reflective leadership approach, with openness to emerging educational practices and a commitment to continuous improvement.
• Exceptional communication, collaboration, organization, and problem-solving skills.
• High integrity, professionalism, sound judgment, and the ability to lead with courage, compassion, humility, and optimism.
• Ability to pass state and federal background checks.

Responsibilities

• Partner with the Principal to advance the school’s academic vision, instructional priorities, and strategic initiatives.
• Coach and support teachers in instructional best practices, classroom management, lesson design, assessment, and student engagement.
• Conduct classroom observations and provide timely, meaningful feedback that promotes professional growth and instructional excellence.
• Analyze student achievement data to inform instructional decisions and support continuous school improvement.
• Collaborate with department leaders to strengthen curriculum alignment, instructional practice, and the implementation of innovative academic programs.
• Promote interdisciplinary learning, inquiry-based instruction, leadership development, entrepreneurship, and authentic learning experiences.
• Help oversee student life, attendance, student conduct, and restorative discipline practices.
• Maintain an accessible and visible presence throughout classrooms, campus activities, school events, and the broader school community.
• Support faculty in fostering a positive, inclusive, and engaging culture rooted in intellectual curiosity, reflection, collaboration, responsible risk-taking, and continuous growth.
• Build strong partnerships with students and families through proactive communication, relationship-building, sound judgment, and consistent follow-through.
• Assist in designing and facilitating faculty orientation, professional learning, new-teacher induction, mentoring, evaluation, and professional growth planning.
• Collaborate across school departments to support effective planning and execution of school programs, events, accreditation efforts, and strategic initiatives.
• Assist with scheduling, supervision, daily school operations, and the implementation of school policies, procedures, and safety protocols.
• Participate in student recruitment, admissions events, retention initiatives, community events, and efforts to strengthen external partnerships.
• Empower faculty and staff, cultivate leadership capacity, and model integrity, humility, optimism, professionalism, and accountability.

Skills

Educational leadership

Curriculum planning

Faculty coaching

Communication

Data-informed decisions

Collaboration

Education

Master's degree in Educational Leadership

Job description

Sagemont Preparatory School is a premier independent private college preparatory school serving students in preschool through 12th grade in Weston, FL. Founded in 1996, our small family environment and dedicated teachers allow for individualized attention for students, and opportunities for continued enrichment and learning. Our college preparatory curriculum, athletics, arts, and extra-curricular activities create a vibrant campus community. A career with Sagemont Preparatory School offers career opportunities in education, summer camps, and regional management with the support of our parent company, Spring Education Group.

Upper School Assistant Principal - Sagemont Preparatory School

What We Offer

• Competitive salary
• Health, vision, and dental benefits
• 401(k) plan with company match
• Employee referral bonus
• Student tuition discount
• Professional development and leadership growth opportunities
• Opportunity to lead within a collaborative, innovative, and mission-driven school community

About the Role

Sagemont Preparatory School inspires academic excellence through intellectual exploration, entrepreneurship, and innovation. Sagemont Prep students are encouraged to take responsible risks, think critically, and develop a deep sense of social responsibility as active agents of change. Sagemont Prep is seeking an experienced educational leader to serve as our Upper School Assistant Principal. This role requires a seasoned secondary-school leader with particular depth in high school curriculum, instructional leadership, faculty coaching, and the academic preparation of students for college. Working in close partnership with the Principal, the Assistant Principal serves as a key instructional and operational leader for grades 6-12, helping to cultivate a culture where academic excellence, innovation, student ownership, and continuous improvement thrive. The successful candidate is a collaborative, student-centered leader who coaches teachers toward instructional excellence, builds meaningful relationships with students and families, supports daily school operations, and helps advance the school’s strategic vision. This is an exceptional opportunity for an accomplished educational leader to make a significant impact while continuing to grow professionally.

You will also:

• Partner with the Principal to advance the school’s academic vision, instructional priorities, and strategic initiatives.
• Coach and support teachers in instructional best practices, classroom management, lesson design, assessment, and student engagement.
• Conduct classroom observations and provide timely, meaningful feedback that promotes professional growth and instructional excellence.
• Analyze student achievement data to inform instructional decisions and support continuous school improvement.
• Collaborate with department leaders to strengthen curriculum alignment, instructional practice, and the implementation of innovative academic programs.
• Promote interdisciplinary learning, inquiry-based instruction, leadership development, entrepreneurship, and authentic learning experiences.
• Help oversee student life, attendance, student conduct, and restorative discipline practices.
• Maintain an accessible and visible presence throughout classrooms, campus activities, school events, and the broader school community.
• Support faculty in fostering a positive, inclusive, and engaging culture rooted in intellectual curiosity, reflection, collaboration, responsible risk-taking, and continuous growth.
• Build strong partnerships with students and families through proactive communication, relationship-building, sound judgment, and consistent follow-through.
• Assist in designing and facilitating faculty orientation, professional learning, new-teacher induction, mentoring, evaluation, and professional growth planning.
• Collaborate across school departments to support effective planning and execution of school programs, events, accreditation efforts, and strategic initiatives.
• Assist with scheduling, supervision, daily school operations, and the implementation of school policies, procedures, and safety protocols.
• Participate in student recruitment, admissions events, retention initiatives, community events, and efforts to strengthen external partnerships.
• Empower faculty and staff, cultivate leadership capacity, and model integrity, humility, optimism, professionalism, and accountability.

What We're Looking For

• Master's degree in Educational Leadership or a related field required.
• Demonstrated leadership experience within a high school or secondary-school environment, including substantive responsibility for curriculum, instruction, and faculty development.
• Minimum of two years of successful educational leadership experience, preferably within a college-preparatory high school or secondary-school setting.
• Experience leading professional development and implementing school-improvement initiatives.
• Strong understanding of instructional best practices, assessment, curriculum design, classroom management, and data-informed decision-making.
• Proven ability to build a positive school culture and meaningful, trusting relationships with students, faculty, families, staff, and community members.
• Creative and reflective leadership approach, with openness to emerging educational practices and a commitment to continuous improvement.
• Exceptional communication, collaboration, organization, and problem-solving skills.
• High integrity, professionalism, sound judgment, and the ability to lead with courage, compassion, humility, and optimism.
• Ability to pass state and federal background checks.

At Sagemont Prep, we believe leadership is developed through meaningful responsibility and continuous growth. The Assistant Principal will serve as a trusted thought partner to the Principal, lead school-wide initiatives, coach faculty, and play a significant role in shaping the future of our Upper School. As a key member of the leadership team, this individual will help drive instructional excellence, cultivate a thriving school culture, and contribute to the continued success and strategic growth of Sagemont Prep.

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions. In general, this position requires an individual to frequently walk, stand, sit, squat, stoop, reach, kneel, rise from the floor, twist, listen, read, write, and speak the English language. In addition, this position often requires an individual to carry, lift, use repetitive or fine hand movements, and occasionally push, pull, or bend. This position is regularly required to hear and use clear vision with or without correction.

Spring Education Group, including, but not limited to SEG Inc., and their affiliates (collectively "Company") is an Equal Opportunity Employer. All qualified applicants for employment and employees are provided equal employment opportunities, including in recruitment, hiring, and assignment, without regard to actual or perceived race, color, religion and religious creed, sex (including pregnancy and related conditions), sexual orientation, gender identity, gender expression, marital or familial status, age, national origin, ancestry, disability, genetic information, military/veteran status, or any other classification protected by federal, state, or local law. The Company expressly prohibits any form of unlawful employee or student harassment or discrimination.