Pennwood Cyber Charter School is a taxpayer-funded, K–12 online public school serving students throughout Pennsylvania in a flexible, virtual learning environment. Pennwood seeks a dynamic, solutions-oriented Assistant Principal to support student success through strong instructional leadership, operational oversight, and a commitment to fostering a positive school culture.
This position is primarily remote, with required travel to the York office and other venues for meetings and events.The Assistant Principal will report to the Principal and be a part of the school Leadership Team. This role works collaboratively with the CEO, Principal, and Leadership Team to ensure high-quality academic programming, compliance with Pennsylvania regulations, and meaningful support for students, families, and staff.
Position SummaryThe Assistant Principal supports the Principal and Leadership Team in the implementation and oversight of school operations, instructional programming, student support systems, and compliance initiatives. This role supervises instructional staff, supports school improvement efforts, analyzes academic and operational data, and helps ensure students receive a high-quality educational experience in a virtual environment.
The Assistant Principal collaborates closely with families, Learning Coaches, staff, and Pearson Virtual Schools (PVS) departments to support student achievement, school engagement, and operational effectiveness.
Responsibilities
Instructional Leadership & School Improvement- Support Pennwood’s Mission Statement, school goals, and School Improvement Plan
- Monitor, analyze, and act on student achievement, service delivery, engagement, and compliance data
- Use multiple data sources to inform school improvement initiatives and educational programming
- Support implementation and oversight of the School Year Cycle (SYC)
- Supervise and evaluate staff within a performance-based environment
- Design and facilitate professional development for instructional and support staff
- Support Career Ladder staff development and growth opportunities
- Lead college and career readiness initiatives for students
- Collaborate with families, staff, and stakeholders to support student success and engagement
- Facilitate IEP meetings and problem-solving discussions as needed
- Educate families, students, and staff regarding compulsory attendance and truancy laws
- Investigate attendance concerns and support interventions aligned with state requirements
- Support withdrawal processes and collect student exit data
- Partner with school teams to identify and communicate school and community resources for families
- Ensure compliance with Pennsylvania graduation requirements and Career Readiness Indicators
- Maintain oversight of student records within the Learning Management System and related platforms
- Coordinate state testing logistics, participation tracking, and testing site support
- Stay current on Pennsylvania education policies, procedures, and legislation
- Support emergency response and operational needs as necessary
- Collaborate with Pearson Virtual Schools departments, including Enrollment, Technical Support, Product Management, and Product Solutions
- Support student outreach, marketing, and public relations initiatives as needed
- Perform other duties as assigned
- Pennsylvania K–12 Principal Certification (PDE)
- Valid Pennsylvania teaching experience and certification. (Particularly in grades 6–12)
- Master’s degree in education or a related field
- 5+ years of K–12 school experience
- 3+ years of leadership/management experience
- Experience in school improvement initiatives
- Experience in virtual, online, or blended learning environments preferred
- Strong oral and written communication skills
- Ability to work effectively in a remote setting
- Ability to travel in- and out-of-state as required
- Proficiency with Microsoft Office and related technology
- Compliance with 2-step authentication for all systems upon hiring
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.
Skills Required
- Pennsylvania K-12 Principal Certification
- Valid Pennsylvania teaching experience and certification
- Master's degree in education or a related field
- 5+ years of K-12 school experience
- 3+ years of leadership/management experience
- Experience in school improvement initiatives
- Strong oral and written communication skills
What We Do
Connections Academy is a tuition-free, fully accredited public education program for students in grades K–12. The company’s program provides a quality curriculum and exceptional state-certified teachers to families seeking a flexible but structured alternative to traditional education.
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