Strategic School Evaluator Renewal & Compliance

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Posting Date

Posting Date:
Aug 20, 2026, 8:34:48 PM

Primary Location

Primary

Location:

Central-4934 S Wabash Ave (Options Network)

CPS Non-Union Job Grade : SG1

Position Type :
Non-Union Position

Overtime Status

Overtime Status:
Exempt

JOB DESCRIPTION ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------

Chicago Public Schools (CPS) is one of the largest school districts in the United States, serving over 310,000 students in 600+ schools and employing nearly 40,000 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.

In order to fulfill this mission, we make three commitments to our students, their families, and all Chicagoans: academic progress, financial stability, and integrity. Six core values are embedded within these commitments – student-centered, whole child, equity, academic excellence, community partnership, and continuous learning.

The Options Network provides administrative support, strategic direction, and leadership development to its schools, mirroring the support model found across the district’s traditional networks. However, the Options Network is unique in its dual-function, serving as both support infrastructure and the authorizing body for a highly diverse portfolio of 36 schools and programs serving approximately 6,000 students. While the network includes traditional district-run schools, 32 of its 36 schools operate as non-district entities (charter, contract, and ALOP models).

Consequently, the network’s authorization function demands rigorous, continuous oversight, monitoring, support, and evaluation across three critical pillars: academic performance, financial stability, and operational compliance .

Job Summary:

Reporting to the Manager of Options Performance & Support within the Options Network, the Options School Evaluator serves as a key member of the Authorization Team leading and participating in charter, contract, and Alternative Learning Opportunities Program (ALOP) academic renewal evaluations and site visits. This role utilizes CPS-aligned rubrics to collect data, analyze educational practices, and assess instructional quality, school leadership, climate, and academic programming.

The role is responsible for synthesizing site visit observations, stakeholder input, and school artifacts into comprehensive, final Site Visit Reports that inform high-stakes accountability decisions and network-wide strategic planning. The Options School Evaluator collaborates with the team to effectively and strategically integrate all deliverables into the renewal and authorization process.

The Options School Evaluator will be held accountable for the following responsibilities:

Conduct comprehensive site visits using standardized, evidence-based rubrics, focusing on instructional quality, school leadership, climate and culture, and data-informed practices

Participate in all network site visits, including those focused on academic quality, school culture and climate, and special education, serving as a co-lead evaluator for academic reviews while actively contributing to and supporting the team during all other evaluative components

Participate in all site visit components, including school preparation meetings, rigorous classroom observations, artifact/document reviews, and stakeholder focus groups and listening sessions

Synthesize complex qualitative and quantitative data collected during site visits and submitted by schools…