Senior Assistant General Counsel, Federal Litigation

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 Litigation Unit of the Board of Education’s Law Department represents the Board, and its employees, in civil suits filed in the Circuit Court of Cook County and in the United States District Court for the Northern District of Illinois. The Litigation Unit also handles administrative matters and provides client counseling.

Job Summary

Under direct supervision of the Deputy and Assistant Deputy General Counsel, the Senior Assistant General Counsel represents CPS and its agents in litigation pending primarily in the Northern District of Illinois, as well as administrative forums (e.g., EEOC, IDHR, and HRC). The Senior Assistant General Counsel oversees the work of and partners with Assistant General Counsels on the Federal Litigation team and has the opportunity to provide meaningful counsel to CPS leadership, informing policy decisions and resource allocation. Matters include employment related claims (e.g., Title VII, ADA, ADEA, FMLA), civil rights claims brought under 42 U.S.C. Sec. 1983, substantive and procedural due process, and Title IX. The Senior Assistant General Counsel assists the Assistant Deputy General Counsel with management of all federal litigation matters and with key personnel decisions for the team.

The Senior Assistant General Counsel, Federal Litigation will be held accountable for the following responsibilities:

• Manage active litigation caseload and serve as primary counsel on cases in which the Board and/or employees are named defendants. This includes taking a primary role in high profile matters and leading important court appearances and depositions
• Manage the unit’s work in the relevant administrative agencies (including EEOC, IDHR, IHRC and CCCHR) as part of representing the Board and Board personnel in agency proceedings by appearing in agency proceedings, filing materials in agency proceedings, assigning cases, monitoring work loads, tracking deadlines, reviewing AGC work product (such as position statements), and assisting AGC’s with overall strategy
• Supervise AGC’s and support staff and provide direction on litigation strategy and overall case management
• Review and edit AGC’s written work product
• Assist the Assistant Deputy General Counsel with managing the unit, including organization, training, mentorship, and performance reviews
• Provide client counseling, advice, guidance, and support across a network of schools and departments
• Represent the Board and/or employees at settlement conferences
• Analyze case value and make recommendations on case resolutions; and
• Other duties as assigned
  
  

Education Required

In order to be successful and achieve the above responsibilities, the Senior Assistant General Counsel, Federal Litigation must possess the following qualifications:

• Juris Doctorate degree from an accredited law school, required
• Must be licensed to practice law and in good standing in the State of Illinois
• Admission to the U.S. District Court for Northern District of Illinois is preferred
  
  

Experience Required

• Minimum of five (5) years of legal experience required
• Experience managing or supervising employees is preferred
  
  

Knowledge, Skills, And Abilities

• Experience litigation employment related (e.g., Title VII, ADEA, ADA, etc.) and Civil Rights claims
• Experience litigating in federal court
• Trial experience required
• Possess strong communication skills including dispute resolution
• Possess the ability to quickly analyze a problem/question and decide the level of importance and when higher level intervention in necessary
• Capable of building trusting relationships and functioning effectively with Board agents whose decisions are being challenged in state and federal court;
• Possess organizational skills and the ability to manage numerous cases simultaneously under pressure and with limited supervision; and
• A demonstrated ability to take ownership of and solve problems, to expeditiously assess issues, and provide sound legal advice
  
  

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:

• 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.
  
  

Posting Date

Apr 17, 2026, 11:02:02 AM

Primary Location

Central-42 West Madison Street (Law Office)

CPS Non-Union Job Grade

S10

Estimated Annual Salary Range

105,000.00

Position Type

Non-Union Position

Overtime Status

Exempt