Pennwood Cyber Charter School - Assistant Principal

Connections Academy•, PA

5d•Hybrid

About The Position

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. The 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.

Requirements

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
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

Nice To Haves

Experience in virtual, online, or blended learning environments preferred

Responsibilities

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