Executive Director, Assessment & MTSS

Job Summary

Reporting to the Deputy Chief of Teaching & Learning, the Executive Director, Assessment & MTSS provides strategic vision, leadership, and administrative oversight for the district's comprehensive assessment and multi-tiered system of supports (MTSS) intervention frameworks. This role leads a high‑performing department responsible for the policy, design, implementation logistics, data infrastructure, and continuous improvement of all large‑scale, enrollment‑based, curriculum‑embedded, and teacher‑evaluation assessments, as well as equity‑based MTSS implementations across the district.

The Executive Director ensures assessment and MTSS systems are valid, reliable, accessible, instructionally meaningful, and used appropriately to inform decisions about student learning, instructional improvement, program quality, and equitable access to supports. By fostering cross‑functional collaboration and managing critical relationships with state, union, vendor, and community partners, the Executive Director ensures that students across all networks have equitable access to high-quality assessment systems and coherent, evidence‑based supports aligned with a rigorous, standards‑aligned instructional experience.

This is a full‑time, exempt position paid on a salary basis for time worked.

• Supervises, develops, and manages the performance of a team responsible for large-scale assessments, access and enrollment testing, curriculum-embedded assessments (Skyline), REACH performance tasks, data strategy, and MTSS frameworks.
• Guides the department's long-term strategic plans, data inquiry cycles, and Continuous Improvement Plans to optimize operational efficiency and maximize positive impacts on student learning with an explicit lens for equity, access, and inclusion.
• Spearheads district-wide policy development and standardization for the high‑fidelity design, secure administration, implementation, and evaluation of all balanced assessment systems across the Pre‑K through 12 grade continuum.
• Oversees the strategic expansion, implementation, and continuous improvement of the district’s equity‑based MTSS framework as an integrated academic, behavioral, social‑emotional, and attendance support system grounded in strong Tier 1 instruction, universal screening, progress monitoring, evidence‑based interventions, and clear decision‑making protocols.
• Facilitates critical partnerships across Central Office departments to align assessment implementation, data reporting, and teacher evaluation integrations with broader district priorities; advises the Law Department and other executive leadership on high‑stakes assessment vulnerabilities, test security violations, and regulatory compliance metrics.
• Serves as the primary representative and liaison for Chicago Public Schools with the Illinois State Board of Education (ISBE), the Chicago Teachers Union (CTU) Joint Committee on Teacher Evaluation, and national assessment policy convenings.
• Leads the procurement, contract management, and performance evaluation of all major third‑party testing providers, assessment system vendors, and MTSS platform partners.
• Directs the creation and execution of comprehensive, adult learning plans focused on assessment literacy, including assessment purpose, validity, accessibility, accommodations, data interpretation, limitations of use, and translation of evidence into instructional and intervention decisions for network teams, school administrators, and instructional staff.
• Champions the structural integrity, cleaning, reporting, and visualization of district performance and growth data, working in concert with enterprise data and research teams to drive critical educational decisions.
• Maintains a coherent district assessment strategy by evaluating assessment quality, redundancy, burden, accessibility, alignment to standards and curriculum, and usefulness for instructional decision‑making.
• Other duties and work streams as assigned.

• Bachelor's degree from an accredited college or university with a focus in education, educational measurement/assessment, public policy, or a related field is required.
• Master's…