Chief of Staff

• Position Type:
  District Administration & Support
• Date Posted: 10/13/2026
• Date Available:
  
  ASAP

Position

Hours:

223 workdays, occasional extended hours for board meetings, emergencies, and events

Length of Term/Employment: 223 workdays / At-Will

Reports to: Superintendent

The Chief of Staff to the Superintendent serves as a strategic advisor, executive partner, and organizational integrator to the Superintendent. The position is responsible for advancing the Superintendent's priorities, strengthening organizational alignment, and ensuring effective execution and follow-through across Jubilee Academies.

The Chief of Staff leads and coordinates high-priority strategic initiatives, executive office operations, cross-functional accountability systems, workforce and staffing planning, and other strategic portfolios assigned by the Superintendent. The position works across departments and regions to remove barriers, strengthen collaboration, monitor progress toward district priorities, and ensure commitments are translated into measurable results.

Experience

• Minimum of 7 years of progressive leadership experience in charter school networks, school district central offices, nonprofit organizations, or similarly complex organizations.
• Demonstrated senior-level leadership experience managing organizational priorities, cross-functional initiatives, strategic planning, or executive operations.
• Preferred experience in Human Resources, Talent Management, organizational design, workforce strategy, staffing allocation, or personnel planning.

Proven success leading complex projects, facilitating work across multiple departments or regions, using data to drive decisions, and ensuring organizational priorities move from planning to execution.

• Deep understanding of charter school governance, multi-regional school operations, organizational leadership, workforce planning, staffing allocation models, and enterprise-level strategic planning.
• Strong knowledge of organizational change management, including leading teams through growth, transition, restructuring, and implementation of new systems, priorities, and ways of working.
• Knowledge of talent strategy, leadership development, succession planning, coaching, and approaches for building the capacity of leaders and teams to drive sustained organizational performance.
• Strong understanding of student enrollment and recruitment systems, organizational performance management, operational systems, and cross-functional execution.
• Knowledge of executive decision-making, board and stakeholder relations, systems-level accountability, and translating organizational priorities into clear action, ownership, and measurable outcomes.
• Understanding of how to align people, systems, resources, and communication across multiple departments and regions to support organizational effectiveness and continuous improvement.

• Strategic Advisor: Serve as a trusted advisor to the Superintendent, helping translate organizational vision and priorities into clear strategies, actions, responsibilities, and measurable outcomes.
• Superintendent Priority Management: Maintain visibility into the Superintendent's highest-priority initiatives and ensure that commitments, decisions, timelines, and next steps are documented, monitored, and completed.
• Executive Accountability: Develop and maintain systems, dashboards, trackers, and executive routines that provide visibility into district wide priorities, performance indicators, risks, and implementation progress.
• Cabinet Follow-Through: Coordinate Cabinet action items and cross-functional commitments, identify stalled or delayed work, and elevate unresolved barriers to the Superintendent when necessary.
• Executive Meeting Leadership: Support the planning and effectiveness of Cabinet meetings, executive leadership meetings, strategic planning sessions, and other Superintendent-led convenings.
• Board & Executive Support: Coordinate the preparation and alignment of executive presentations, board materials, strategic recommendations, policy-related information, and executive summaries in collaboration with responsible department leaders.
• Decision Tracking: Maintain systems that document major organizational decisions, ownership, deadlines, and required follow-through.

• Organizational Integration: Serve as a primary connector…