Chief of Staff

Summary

Join EdReports.org as the Principal, Chief of Staff, a senior program management leader providing strategic support to the CEO, Office Chiefs, Development Team, and Board of Directors. This role drives organizational performance management, including annual planning and strategic initiatives. The ideal candidate is a highly adaptable, results-oriented leader with 10+ years of program and project management experience in strategy and operations. Responsibilities include organizational strategy, performance management, process optimization, executive advising, and board governance. EdReports offers a competitive salary, unlimited discretionary time off, paid holidays, and comprehensive health benefits.

Requirements

• Passion for EdReports’ mission and vision, our core values, and our commitment to Diversity, Belonging, Inclusion, and Equity
• 10+ years of program management and project management experience within strategy and operations functions, with a proven track record of managing complex, cross-functional initiatives
• Strong strategic planning and organizational performance management expertise (both advising and implementation), including goal-setting, metrics tracking, and process improvement
• Proven ability to cut through politics and drive execution, ensuring that priorities move forward effectively and without unnecessary roadblocks
• Demonstrated success in revenue-generating strategies, philanthropy, or nonprofit fundraising, supporting financial sustainability
• Strong ability to manage up to executives, ensuring alignment, clarity, and prioritization while navigating organizational dynamics
• Exceptional problem-solving and structured thinking skills, with the ability to drive clarity and execution in ambiguous situations
• Strong internal communications and stakeholder engagement abilities, with experience working across teams to ensure alignment
• Ability to navigate complex challenges, anticipate problems, and develop proactive solutions
• Bachelor’s degree, or commensurate experience

Responsibilities

• Drive the organization's annual planning process, ensuring strategic alignment, prioritization, and execution feasibility across all teams
• Lead and manage execution of organizational strategic initiatives tied to further investing in our 2024-27 strategic plan
• Develop and lead key performance metrics, organizational dashboards, and data-driven decision-making frameworks to inform leadership and Board-level priorities
• Identify, recommend, and implement transformative process improvements that enhance organizational efficiency, impact, and adaptability
• Serve as the most senior program leader, directing high-impact, cross-functional initiatives critical to EdReports’ mission and long-term success
• Oversee capacity tracking, resource allocation, and project prioritization to maximize impact and efficiency
• Collaborate with the Managing Director of Technology & Operations to develop and implement project management frameworks, tools, and best practices
• Build a Community of Practice among leaders to ensure consistent execution of strategic initiatives
• Act as a high-level strategic partner to the CEO and Office Chiefs, providing expert analysis, problem-solving, and decision support on mission-critical initiatives
• Ensure the CEO’s key leadership responsibilities are effectively executed
• Provide structure, accountability, and operational guidance to help the CEO oversee critical functions, particularly Development, that need additional support, proactively identifying gaps and driving follow-through on priorities that ensure organizational OKRs are met
• Lead the development and execution of Board governance structures, policies, and high-stakes engagement strategies to strengthen Board-leadership collaboration
• Partner with HR and senior leadership to shape and execute organizational-wide internal communication strategies that enhance transparency, engagement, and alignment
• In partnership with the MD, Technology & Operations Management, drive the design, execution, and continuous refinement of strategic initiatives, ensuring seamless integration across all functional areas
• Establish and sustain high-impact cross-functional collaboration models, ensuring teams operate efficiently and are strategically aligned with organizational objectives
• Other relevant duties as assigned to support the organization's strategic goals, with the expectation that all EdReports employees remain flexible and adaptable to evolving responsibilities

Preferred Qualifications

• Experience in nonprofit governance, education policy, or K-12 curriculum initiatives
• Prior experience in an executive project management or chief of staff capacity
• Proficiency in performance dashboards, data visualization tools, and strategic planning frameworks
• Expertise in earned-revenue models, helping to diversify funding streams for nonprofit sustainability

Benefits

• Unlimited Discretionary Time Off (DTO) and Sick Time
• 21 days of paid holidays and office closure days in 2025
• Monthly Communications Reimbursement
• Initial home office and technology setup stipend
• EdReports pays for 90% of health care for both the employee and their immediate family
• 401k that new hires become eligible for after six months of employment (includes safe harbor, employer match, etc.)