Assistant General Counsel, Labor & Employee Discipline
Chicago Public Schools
Chicago, IL
Job Number:
2600008JPosting Date
: Feb 19, 2026, 8:18:41 PMPrimary Location
: Central-42 West Madison Street (Law Office)Estimated Annual Salary Range
: 87,000.00 - 115,500.00Overtime Status
: ExemptFinal salary offers are dependent upon candidate qualifications.
JOB DESCRIPTION ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------
Chicago Public Schools (CPS) is one of the largest school districts in the United States, serving over320,000students in 500+ schools and employing nearly 44,000 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 CPS Law Department provides a full array of legal services to the Chicago Board of Education and the various departments and divisions of Chicago Public Schools.
Job Summary:
Reporting directly to the Deputy General Counsel and dotted line reporting to the Assistant Deputy General Counsel, Labor and Employee Discipline will work to handle traditional labor law matters and appeals involving unfair labor practice charges and arbitration demands filed by labor organizations. Additionally, the Assistant General Counsel will assist in the prosecuting of employee discipline matters before administrative agencies and the Illinois State Board of Education. This is a full-time, exempt position that will be paid for time worked on a salary basis.
The Assistant General Counsel will be held accountable for the following responsibilities:
Handle grievance arbitrations, unfair labor practice charges, employee discipline administrative hearings, and other labor relations matters
Work closely with CPS clients to ensure that labor and employee discipline cases are properly handled and litigated
Review the legality of employee relations strategies and policies utilizing a keen knowledge of federal and state statutory and case law in employment and labor areas, as well as all areas that may impact the District
Defend the Board in labor arbitrations against various labor unions
Defend the Board in unfair labor practice proceedings in front of the Illinois Educational Labor Relations Board, and represent the Board in termination proceedings in front of the Illinois State Board of Education and the CPS Office of Administrative Hearings
On a daily basis, advise various internal CPS clients and school principals on labor and employee relations cases
Other duties as assigned
In order to be successful and achieve the above responsibilities, the Assistant General Counsel, Labor and Employee Relations must possess the following qualifications:
Education Required:
Juris Doctorate from an ABA accredited law school
Licensed to practice law and in good standing in the State of Illinois
Experience Required:
Minimum of one (1) year post-JD legal experience, inclusive of internships, externships and/or clerkships, two (2) or more years, preferred
Experience with negotiating and informally resolving complex cases
Experience in labor, labor relations, employment, and/or administrative law strongly preferred
Experience litigating cases in courts or in an administrative setting strongly preferred
Experience drafting substantive motions and briefs strongly preferred
Experience with oral and written client counseling and interviewing various types of witnesses strongly preferred
Knowledge, Skills, and Abilities:
Ability to solve problems and work independently
Effectively litigate cases before arbitrators, hearing officers, administrative agencies, and courts
Knowledge of best practices in employment and labor law, administrative law, and federal and state-related law areas
Ability to build trusting relationships and function effectively with officers, senior leaders, department managers, and school-based staff
Ability to work in teams and independently, make effective decisions, and collaborate with clients
Oral and written communication skills
Demonstrated ability to take ownership of and solve problems, assess issues, and provide sound legal advice
Organizational skills and ability to manage many complex matters simultaneously
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 theChicago Public Schools: A Comprehensive Benefits Overviewor thebenefits handbookfor comprehensive details.
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 ofChicago 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.