Executive Director, Assessment & MTSS

Chicago Public Schools

Chicago, IL

JOB DETAILS
SKILLS
Adult Learning, Analysis Software, Behavioral Health, Board of Education, Communication Skills, Computer Security, Continuous Improvement, Contract Management, Cross-Functional, Data Analysis, Disability Accommodations, Educational Administration, Educational Evaluation, Educational Technology, Embedded Systems, Federal Compliance Regulations, Financial Planning, Health Plan, Leadership, Legal, Literacy, Logistics, Metrics, Multilingual, Negotiation Skills, Operational Strategy, Operations Planning, Organizational Learning, Performance Analysis, Performance Management, Performance Reviews, Philosophy, Policy Development, Policy Evaluation, Presentation/Verbal Skills, Procurement Management, Project/Program Management, Psychometrics, Public Policy, Quality Management, Regulatory Compliance, Relationship Management, Retirement Plan, Set Goals, Staff Training, Strategic Analysis, Strategic Planning, System Validation, Team Lead/Manager, Team Player, Testing, Training/Teaching, Training/Teaching Curriculum, Vendor/Supplier Evaluation, Writing Skills
LOCATION
Chicago, IL
POSTED
9 days ago

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Chicago Public Schools (CPS) is a district on the rise, serving over 325,000 students in 500+ schools and employing over 45,000 people, most of them teachers. CPS has set ambitious goals to ensure that every student, in every school and every neighborhood, has access to a world-class learning experience that prepares each for success in college, career, and civic life. Aligned with our transformed philosophy, we are steadfastly focused on ensuring that the District provides resources equitably to support every student, every school, and every community. Six core values guide the work we do every day for our students - student-centered, whole child, equity, academic excellence, community partnership, and continuous learning. Each role in the district supports our vision that every student deserves a rigorous, joyful, and equitable learning experience.

The Department of Student Assessment and MTSS empowers all CPS stakeholders with high-quality evidence of student learning to advance achievement, access, and opportunity for all students. The department supports schools in developing and implementing balanced assessment systems and a Multi-Tiered System of Supports (MTSS) Framework that enables educators to meet students' needs.

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.

The Executive Director, Assessment & MTSS will be held accountable for the following responsibilities:

  • 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 workstreams as assigned

In order to be successful and achieve the above responsibilities, the Executive Director, Assessment & MTSS must possess the following qualifications:

Education Required:

  • 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 degree is preferred
  • Professional Educator License with an administrative endorsement is required

Experience Required:

  • Minimum of eight (8) years of progressively responsible experience in assessment, MTSS, accountability, research and evaluation, data strategy, instructional improvement, school support, or a related educational leadership function, including experience using student outcome data to inform decisions at the school, network, district, or system level
  • Minimum of five (5) years of experience directly supervising a team of professionals within an educational environment

Knowledge, Skills, and Abilities:

  • Expert-level knowledge of balanced assessment systems, educational measurement principles, psychometrics, and multi-tiered intervention strategies
  • Knowledge of accessibility, accommodations, universal design principles, and appropriate assessment practices for diverse learners, including multilingual learners and students with disabilities
  • Deep familiarity with Illinois State Board of Education (ISBE) regulations, federal compliance standards, and Chicago Public Schools assessment and teacher evaluation policies
  • Exceptional executive-level project management and strategic planning capabilities; ability to define complex systemic problems, analyze diverse data tracks, and execute valid district-wide action steps
  • Outstanding verbal and written communication skills, with a proven ability to articulate a clear educational vision and communicate technical data methodologies to non-technical audiences, executive leadership, policymakers, and community stakeholders
  • Strong collaborative relationship-building skills, with the ability to navigate cross-departmental frameworks, negotiate consensus, and manage high-stakes disputes effectively
  • Extensive understanding of enterprise data systems, educational technology platforms, data governance principles, and analytics software
  • Deep professional alignment with the CPS Instructional Core Vision, showing a relentless career commitment to educational access, equity, and continuous organizational learning

Conditions of Employment

As a condition of employment with the Chicago Public Schools (CPS), employees are required to:

Establish/Maintain Chicago Residency - Employees are required to live within the geographic boundaries of the City of Chicago within six months of their CPS hire date and maintain residency throughout their employment with the district. The Chicago residency requirement does not apply to temporary/part-time positions; however, all CPS employees must be residents of Illinois.

'',''!*!

Chicago Public Schools (CPS) is a district on the rise, serving over 325,000 students in 500+ schools and employing over 45,000 people, most of them teachers. CPS has set ambitious goals to ensure that every student, in every school and every neighborhood, has access to a world-class learning experience that prepares each for success in college, career, and civic life. Aligned with our transformed philosophy, we are steadfastly focused on ensuring that the District provides resources equitably to support every student, every school, and every community. Six core values guide the work we do every day for our students - student-centered, whole child, equity, academic excellence, community partnership, and continuous learning. Each role in the district supports our vision that every student deserves a rigorous, joyful, and equitable learning experience.

The Department of Student Assessment and MTSS empowers all CPS stakeholders with high-quality evidence of student learning to advance achievement, access, and opportunity for all students. The department supports schools in developing and implementing balanced assessment systems and a Multi-Tiered System of Supports (MTSS) Framework that enables educators to meet students' needs.

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.

The Executive Director, Assessment & MTSS will be held accountable for the following responsibilities:

  • 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 workstreams as assigned

In order to be successful and achieve the above responsibilities, the Executive Director, Assessment & MTSS must possess the following qualifications:

Education Required:

  • 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 degree is preferred
  • Professional Educator License with an administrative endorsement is required

Experience Required:

  • Minimum of eight (8) years of progressively responsible experience in assessment, MTSS, accountability, research and evaluation, data strategy, instructional improvement, school support, or a related educational leadership function, including experience using student outcome data to inform decisions at the school, network, district, or system level
  • Minimum of five (5) years of experience directly supervising a team of professionals within an educational environment

Knowledge, Skills, and Abilities:

  • Expert-level knowledge of balanced assessment systems, educational measurement principles, psychometrics, and multi-tiered intervention strategies
  • Knowledge of accessibility, accommodations, universal design principles, and appropriate assessment practices for diverse learners, including multilingual learners and students with disabilities
  • Deep familiarity with Illinois State Board of Education (ISBE) regulations, federal compliance standards, and Chicago Public Schools assessment and teacher evaluation policies
  • Exceptional executive-level project management and strategic planning capabilities; ability to define complex systemic problems, analyze diverse data tracks, and execute valid district-wide action steps
  • Outstanding verbal and written communication skills, with a proven ability to articulate a clear educational vision and communicate technical data methodologies to non-technical audiences, executive leadership, policymakers, and community stakeholders
  • Strong collaborative relationship-building skills, with the ability to navigate cross-departmental frameworks, negotiate consensus, and manage high-stakes disputes effectively
  • Extensive understanding of enterprise data systems, educational technology platforms, data governance principles, and analytics software
  • Deep professional alignment with the CPS Instructional Core Vision, showing a relentless career commitment to educational access, equity, and continuous organizational learning

Conditions of Employment

As a condition of employment with the Chicago Public Schools (CPS), employees are required to:

Establish/Maintain Chicago Residency - Employees are required to live within the geographic boundaries of the City of Chicago within six months of their CPS hire date and maintain residency throughout their employment with the district. The Chicago residency requirement does not apply to temporary/part-time positions; however, all CPS employees must be residents of Illinois.

'',''!*!

Benefits:

Health & Wellness: Your Care, Your Choice

CPS is committed to providing comprehensive health coverage to our employees and their eligible dependents. You''ll have access to a variety of choices to best fit your needs:

Medical Plan Options

Pharmacy

Dental

Vision

Behavioral Health & EAP

Employee Wellness Program

Financial Security: Planning for Today and Tomorrow

We understand the importance of financial stability, which is why CPS offers strong retirement and savings options:

Basic Life Insurance

Life and Disability Insurance

Pension Plans

Supplemental Retirement Plans (403(b) and 457(b))

Flexible Spending Accounts (FSAs)

Spot Pet Insurance

Work-Life Balance: Supporting Your Personal and Professional Life

CPS values the well-being of its employees and offers competitive paid time off policies:

Paid Leave

Sick Leave

Vacation Days

Parental Leaves

Short-Term Disability

Religious Holidays

Leaves

Reference the Chicago Public Schools: A Comprehensive Benefits Overview or the benefits handbook for comprehensive details.

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About the Company

C

Chicago Public Schools