Jobs and Careers
CO

Pennwood Cyber Charter School - Executive Assistant

Connections Academy
Pennsylvania, United States, United StatesRemotefull_timeVerifiedPosted 11 Jun 2026

About the role

The Executive Assistant serves as a trusted partner to the CEO and senior leadership team, providing executive support while driving operational excellence, compliance, process improvement, and organizational effectiveness initiatives. This role bridges executive administration with strategic operational coordination by managing leadership workflows, developing and maintaining standard operating procedures, supporting compliance efforts, overseeing reporting systems, and leading continuous improvement initiatives across the school.

The ideal candidate is highly organized, analytical, and proactive, with the ability to manage executive priorities while supporting schoolwide operational systems, compliance requirements, and cross-departmental initiatives.

Key Responsibilities

Executive & Leadership Support

  • Manage the CEO’s calendar, scheduling, priorities, and communications to maximize organizational effectiveness.
  • Coordinate leadership meetings, agendas, presentations, materials, and follow-up action items.
  • Serve as a primary liaison between executive leadership and internal/external stakeholders.
  • Prepare reports, presentations, summaries, and correspondence for leadership meetings and organizational communications.
  • Support strategic planning efforts and leadership initiatives through project coordination and operational follow-through.

Organizational Operations & Process Improvement

  • Develop, document, implement, and maintain school-wide standard operating procedures (SOPs).
  • Partner with department leaders to evaluate workflows and identify opportunities for increased efficiency and consistency.
  • Lead and support continuous improvement initiatives and operational excellence projects.
  • Analyze operational data and trends to identify gaps, risks, and opportunities for improvement.
  • Assist with organizational change management efforts, including communication, implementation, and staff adoption.

Compliance & Reporting

  • Support compliance with Pennsylvania Department of Education (PDE) requirements, school policies, and operational regulations.
  • Coordinate compliance tracking, documentation management, and audit readiness activities.
  • Support state reporting processes, including data collection, validation, tracking, and submission timelines.

Data Management & Organizational Effectiveness

  • Support data integrity through standardized reporting practices and consistent tracking methodologies.
  • Provide data analysis and operational insights to support leadership decision-making.
  • Create resources, training materials, and documentation that improve staff understanding and utilization of systems and processes.

Board Governance & Administrative Operations

  • Coordinate Board of Trustees meeting logistics, materials, records, and communications.
  • Maintain confidential organizational, leadership, and employee records in accordance with legal and organizational requirements.
  • Support HR-related operational initiatives and staffing processes as needed.
  • Manage organizational documentation systems and records retention practices.

Core Competencies

Organizational Excellence

Demonstrates exceptional organizational skills, attention to detail, and ability to manage multiple priorities and deadlines effectively.

Professional Judgment & Confidentiality

Exercises discretion, professionalism, and sound judgment while handling sensitive and confidential information.

Communication

Communicates clearly, professionally, and effectively with internal and external stakeholders across all levels of the organization.

Collaboration

Builds positive and productive relationships across departments and supports a collaborative organizational culture.

Problem-Solving

Anticipates needs, identifies challenges, and develops practical and proactive solutions to support organizational goals.

Operational Mindset

Demonstrates strong understanding of organizational systems, workflows, compliance expectations, and operational efficiency.

Qualifications

Required

Apply for this role

Generate a tailored application kit with a matched cover letter, interview prep, and CV highlights — in under 60 seconds.

Apply Now →Generate Application Kit

Free account required — sign up in 30s

Company

Connections Academy

View company profile →