Director of Strategy Implementation

About the role

Location: Administration or As Assigned Reports to: Chief of Staff FLSA Status: Exempt Salary Band: 8 Compensation: $ 77,158.00 - $ 104,164.00 **Internal applicants must submit a current résumé as part of the application process. The Director of Strategy Implementation supports the Chief of Staff in ensuring that CMSD's Strategic Plan is implemented and sustained through disciplined, system level planning, monitoring, and performance review. Reporting to the Division of People & Strategy, this role serves as a strategic integrator-facilitating recurring cycles through which goals, guardrails, and initiatives are set, cascaded, implemented, and monitored. In implementing strategic initiatives, the Director coordinates contributors, structures the work, and surfaces evidence and tradeoffs to strengthen decision-making, accountability, and ways of working, all in service of supporting District leaders in their pursuit of system goals. DUTIES AND RESPONSIBILITIES: System-Level Planning & Cadence Own the facilitation and calendaring of CMSD's recurring system-level planning, progress monitoring, and performance management cycles. Facilitate the annual planning cycle to set and confirm CEO Measures, strategic initiatives, and key deliverables (typically January-March). Facilitate the process of cascading system goals to teams and individuals (e.g., aligned scorecards), in partnership with Talent and Research, Evaluation & Accountability (REA). Progress Monitoring & Follow-Through Coordinate system-level monitoring of progress against goals, guardrails, and strategic initiatives. Coordinate and synthesize tracking of updates from CMSD teams on their progress to strategic performance goals Partner with the Executive Director of REA to manage the development and maintenance of monitoring infrastructure in coordination with functional teams. Synthesize and carry forward outputs of monitoring activities (progress, risks, patterns) to drive follow-through and inform subsequent monitoring cycles. Cross-Functional Implementation Enablement Convene and facilitate cross-functional teams delivering high-leverage strategic initiatives, particularly within or adjacent to People & Strategy. Ensure clarity of roles, timelines, deliverables, and interdependencies, and promote disciplined follow-through. Facilitate proactive, collaborative discussions by helping teams anticipate the path forward, surfacing insights about any gaps, risks, and opportunities Support course correction and continuous improvement through structured reflection and review. Integration & Content Stewardship Coordinate integration across strategic planning, progress monitoring, and talent management systems

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Additional Information

Position Type: Administration and Professionals Date Posted: 2026-05-05 Location: Administration or As Assigned ABOUT CLEVELAND METROPOLITAN SCHOOL DISTRICT The Cleveland Metropolitan School District (CMSD) is Ohio's third-largest public school system, serving more than 35,000 students. CMSD strives to ensure that every child receives a high-quality education, regardless of the provider. To that end, CMSD lets families choose which District schools their children attend, with options that include STEM, the arts, single-gender education, International Baccalaureate, Montessori, and early college. Our schools have autonomy over human and financial resources in exchange for accountability for performance. The principal has primary responsibility and accountability for establishing their school as a high-quality, high-expectation academic center focusing on personalized instruction, professional support for teachers, and school-wide practices that lead to measurable results. CMSD ensures that students have access to technology and training to prepare them for the future. The District provides a free laptop or tablet for every student and connects every family that needs internet access. Graduating seniors leave commencement with not only a diploma but also a laptop. In our pursuit of a more fair, just, and good system of education, we strive to ensure that all of our learners, both scholars and educators, to be challenged with academically and intellectually complex tasks that are worthy of their efforts and provide them opportunities to demonstrate their best work. BUILDING BRIGHTER FUTURES The Cleveland Board of Education adopted the Building Brighter Futures (BBF) initiative on December 9, 2025. Building Brighter Futures is a strategic and data-driven plan shaped by more than a year of community engagement, information analysis, and thoughtful deliberation. The goal of this plan is to strengthen enrollment and ensure scholars attend a newer school building that offers more educational opportunities, including algebra in the eighth grade, more sports and extracurricular activities, and college credits and college and career pathways in high school. BBF is ensuring academic excellence so every CMSD scholar can thrive.

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