Risk and Insurance Analyst

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 Office of Finance maintains the fiscal integrity of Chicago Public Schools (CPS) and provides financial leadership to the Chicago Board of Education according to state and federal legislation, government regulations, Board policies, and sound financial practices. Under the Treasurer, the Office of Risk Management is responsible for managing the property and casualty exposure of the district’s plant and operations through insurance policies, self‑insurance, claims administration, and risk transfer via vendor contracts.

Reporting to the Risk and Insurance Manager, the Risk and Insurance Analyst assists in the administration of various financial and risk management matters for CPS. This position involves collaborating with CPS staff, financial professionals, insurance brokers, and vendors to identify and mitigate operational risks — making a positive impact on the public education system and the students we serve. This is a full‑time, exempt position that will be paid for time worked on a salary basis.

• Aid in the compliance review of insurance requirements for CPS vendors, based on the guidelines established by the Office of Risk Management.
• Oversee the issuance of CPS Certificates of Insurance to vendor partners within established limits for special event contracts.
• Review and evaluate insurance requirements for license agreements or short‑term rental contracts related to the use of CPS property.
• Monitor and work with CPS Student Transportation vendors by maintaining proper insurance policy details and proof of coverage for ongoing reference.
• Contribute to the annual organization and gathering of information for CPS’s own insurance renewal applications, covering liability, property, and specialty areas.
• Participate in various Risk Management processes, including contracts review, vendor outreach and communication, relationship management, and reporting.
• Handle various department‑related inquiries, elevate when necessary for further review; maintaining accurate records.
• Coordinate payments for departmental vendor invoices and other payment responsibilities related to Risk Management.
• Support the Office of Risk Management to achieve department goals.
• Other duties as assigned.

• Bachelor’s degree from an accredited college or university, preferably in Business Administration, Finance or Risk Management or similarly related field.

• Minimum of (3) years of experience in business administration, finance, risk management, or insurance.

• Strong analytical, financial, and problem‑solving skills.
• Ability to interpret and apply CPS Rules and Policies.
• Excellent communication skills for effective collaboration with various stakeholders.
• Proficient in Microsoft Office, with advanced Excel skills.
• Familiarity with Enterprise Financial Systems (EFS) preferred.
• Adept user of the internet, email, and other office automation systems.
• Ability to define problems, analyze data, and outline valid conclusions and action steps.

CPS is…