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Chicago Public Schools

Deputy Chief of Schools, High School Network

42 West Madison Street, Chicago, IL

On-site

First seen by offpeak October 22, 2026

See your drive time Apply on Chicago Public Schools's site

 

Chicago Public Schools (CPS) is the third-largest school district in the United States, serving over 340,000 students in 600 schools and employing nearly 36,000 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.

 

Job Summary

The Deputy Chief of Schools will support the Chief of Schools in overseeing principals who are directly responsible for leveraging high-quality teaching in every classroom. This is a full-time, exempt position that will be paid for time worked on a salary basis.

 

 

The  Deputy Chief of Schools will be held accountable for the following responsibilities:

 

In order to be successful and achieve the above responsibilities, the Deputy Chief of Schools must possess the following qualifications: 

 

Education Required: 

 

Experience Required: 

 

Knowledge, Skills, and Abilities:

 

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.

 

Conditions of Employment

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

 

 

 

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