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The Office of Inspector General (OIG) is seeking an experienced attorney for the Chief Assistant Inspector General position. Under the general direction and supervision of the General Counsel, the Chief Assistant Inspector General for Legal Compliance is responsible for overseeing, planning, organizing, and directing three critical functions of the office:

• OIG’s Compliance Unit, which monitors and reports on compliance with the City’s employment and hiring plans and procedures.

• Freedom of Information Act (FOIA) and Local Records Act compliance, as well as responses to subpoenas and discovery requests.

• OIG’s proactive monitoring and enforcement of compliance with campaign finance laws.

The Chief Assistant Inspector General will also serve as a member of OIG’s Legal Section’s management team, helping to guide the Office’s legal practice.


• Under the direction of the General Counsel, the Chief Assistant Inspector General supervises, plans, manages and allocates work assignments for the Associate Staff Attorney and members of OIG’s Compliance Unit, and oversees assignments to OIG personnel of work related to campaign finance enforcement.

• Prepares and reviews completed legal memoranda, reports, advisories, and notifications detailing Compliance Unit findings and recommendations for transmission to the Commissioner of the Department of Human Resources, department heads, and other affected entities to ensure legal analysis and work product are timely and comply with established office protocols and quality control standards.

• Works with the General Counsel to determine strategies, direction, work standards, policies, and procedures for the Compliance Unit and Associate Staff Attorney.

• Conducts performance evaluations of subordinate personnel.

• Collaborates with all sections of the Office to provide legal services, advice, and direction for investigations, performance audits, program reviews, and inquiries.

• Performs legal research into local, state, and federal laws, ordinances, regulations and policies relative to OIG activities and operations.

• Coordinates with City’s Law Department and/or outside counsel as appropriate to regarding OIG’s response to FOIA and discovery requests and subpoenas.

• Coordinates and conducts staff training on legal practices and procedures.

• Performs related duties as required.


Graduation from an ABA accredited law school with a Juris Doctorate degree and admission to the Illinois Bar (or another state bar having reciprocity with Illinois), supplemented by five years of legal experience, or an equivalent combination of training and experience, provided the law license requirement is met.

PREFERRED QUALIFICATIONS: Prior legal experience in the area of civil litigation, compliance, and/or labor/employment law is desirable.


Range: $131,148 – $185,484 (annual increases)

Starting $131,148 (non-negotiable)

TRAVEL AND SCHEDULE: Travel outside Chicago is not required.

RESIDENCY REQUIREMENT: Employees must be a resident of the City of Chicago and proof of residency is required at the commencement of employment.

EMPLOYEE VACCINATION REQUIREMENT: City of Chicago employees must, as a condition of employment, be fully vaccinated against COVID-19 effective October 15, 2021. This Policy applies to all City employees. If you are not able to receive the vaccine for medical or religious reasons, you may seek approval for an exemption in accordance with applicable City processes. For more information on the vaccine policy please visit:

WE VALUE DIVERSITY The Office of the Inspector General (OIG) is an equal opportunity employer. OIG is an inclusive organization that hires and develops all its staff of all levels regardless of race, religion, color, ethnicity, national origin, ancestry, marital or parental status, sex, gender expression or identity, sexual orientation, physical or mental ability, age, veteran status, and all other characteristics protected by law.

OIG strives to create the kind of workplace where a socially diverse mix of people can thrive professionally. We pride ourselves in meeting our legal charge to promote economy, effectiveness, efficiency, and integrity in government. Through the hard work of our passionate and innovative team, OIG aims to serve every community with equity, respect, and dignity.

If you would like to request a reasonable accommodation due to disability or pregnancy to participate in the application process, please contact the OIG’s Manager of Human Resources Eloise Markham at [email protected]. Please be prepared to provide information in support of your reasonable accommodation request.


In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification document form upon hire. The City of Chicago does not participate in E-Verify (Employment Eligibility Verification System). In addition, employment at the Office of Inspector General is contingent upon a satisfactory criminal background check.

Job Status: Open

Job Type: labor employment law

Regions: Chicago

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