Pennwood Cyber Charter School - Administrative Assistant

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York, PA, USA
In-Office
Edtech • Software
The Role
Position Summary

Pennwood Cyber Charter School seeks an efficient, technologically proficient, and adaptable Administrative Assistant to support daily operations and strategic administrative functions. This position is based in the York, Pennsylvania office and plays a key role in managing both routine and cyclical school-related administrative tasks.

The Administrative Assistant serves as a primary point of contact for communications, supports internal departments, and ensures the smooth execution of essential school functions such as enrollment, documentation, Board meetings, and state testing coordination.

Key Responsibilities

Administrative & Operational Duties

  • Communicate via phone, Google Chat, video conferencing tools, email, text, and the Learning Management System.
  • Schedule appointments and maintain calendars.
  • Respond to parent and student inquiries promptly and empathetically.
  • Manage internal and external communications 
  • Assist with personnel tasks and general office operations.
  • Monitor and maintain office supplies; process orders as needed.
  • Coordinate with vendors for mailings, deliveries, and services.
  • Support preparations and logistics for State Testing
  • Complete short- and long-term administrative tasks throughout the school year cycle (e.g., support state testing and student engagement initiatives)

Registrar Support Responsibilities

  • Request, enter, and upload transcripts and academic records for both new and existing students.
  • Input and maintain student data in the Student Information System (SIS) and Learning Management System (LMS)
  • Maintain, organize, and secure student records and files.
  • Generate and interpret reports for internal tracking
  • Additional duties as assigned.
Core Competencies

Customer Focus

  • Demonstrates a student- and family-first mindset.
  • Builds trusting relationships with school staff and stakeholders to enhance their experience.

Communication Excellence

  • Communicates clearly and concisely across platforms.
  • Confident public speaker and skilled writer with a strong professional tone.

Collaboration & Agility

  • Thrives in a matrixed and fast-paced environment.
  • Flexible, solutions-oriented, and effective in cross-functional teamwork.

Accountability & Initiative

  • Manages tasks proactively with strong follow-through.
  • Demonstrates ownership, urgency, and initiative in daily responsibilities.
Qualifications & Requirements
  • Preferred: Associate’s or Bachelor's degree, or relevant industry certifications.
  • Preferred: Experience working in a K–12, post-secondary, vocational, or office environment.
  • Technologically proficient in Google Workspace, Microsoft OS, and web-based platforms.
  • Strong organizational and prioritization skills; able to manage competing tasks and deadlines.
  • High attention to detail with effective interpersonal skills.
  • Ability to work independently and under limited supervision.
  • Excellent written and verbal communication skills.
  • Strong adaptability and problem-solving abilities.
  • Must report to the York office regularly.
  • Must be able to travel within Pennsylvania as required.

Ability to comply with all internal system access protocols, including mandatory two-factor authentication.

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The Company
HQ: Columbia, Maryland
1,272 Employees
Year Founded: 2001

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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