City of Chicago Office of Inspector General logo

Deputy inspector general investigations

City of Chicago Office of Inspector General

Chicago, ILJobup to $187K/yrSeen 2 days agoSeen in employer's feed 2 days ago

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At a glance

Compensation
up to $187K/yr
Location
Chicago, IL
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

The City of Chicago Office of Inspector General seeks a deputy inspector general of investigations to oversee administrative and criminal investigations of City employees and vendors. Reporting to the inspector general, the role leads investigative strategy, staff development, and the Investigations Section, and serves on the agency’s senior leadership team. The position also develops investigative standards and collaborates with City departments and other oversight agencies.

Skills & qualifications

RequiredNice to have

Skills

Criminal InvestigationsInvestigative ManagementFinancial Crime InvestigationsAnalytical SkillsCommunication SkillsExecutive LeadershipWritingResearchEditingOrganizationPrioritizationDeadline Management

Qualifications

11 Years Investigative Experience or Equivalent3 Years Managerial or Supervisory ExperienceAssociate Degree+9 Years Investigative Experience or Bachelor's Degree+7 Years or Master's Degree+6 YearsPublic Sector Investigative ExperienceLaw Enforcement ExperienceProsecutorial Organization Experience

Full job description

This job was posted by https://illinoisjoblink.illinois.gov : For more information, please see: https://illinoisjoblink.illinois.gov/jobs/13829018 The City of Chicago Office of Inspector General (OIG) seeks a dynamic and mission-driven leader to serve as deputy inspector general of investigations (DIGI). As an independent and nonpartisan oversight agency, OIG promotes integrity, efficiency, accountability, and public trust by investigating misconduct and corruption, advancing transparency, and ensuring City operations are effective, equitable, and responsible stewards of public resources. Under direction from the inspector general, the DIGI oversees administrative and criminal investigations of City employees and vendors. The DIGI leads development of strategies for initiating and prioritizing investigations and oversees the conduct of investigations consistent with OIGs policies, procedures, practices, priorities, objectives and strategic goals. The DIGI also is responsible for leading the training and professional development of OIGs investigators and is a key member of OIGs senior leadership team. DUTIES: - Providing direct guidance to Investigations Section management and staff on appropriate action plans for complex investigations - Providing general tactical direction for Investigations Section investigations - Preparing work schedules, assigning work to investigative staff, determining work priorities, and reviewing work product - Monitoring assignments to ensure work is completed in a timely manner and in compliance with established principles and quality control standards for Offices of Inspector General (Green Book) - With the support of the General Counsel, developing and implementing investigative and administrative work standards, policies, and procedures - Fostering strong collaborative partnerships between investigators and assistant inspector generals to promote effective communication, coordinated case management, and shared accountability - Developing and sharing with city departments and related governmental agencies recommendations regarding remedial measures to address issues underlying OIG investigations - Providing professional investigative advice and assistance to other OIG sections - Overseeing personnel matters relating to section employees - Ensuring proper evaluation and development of investigators - Supervising four chief investigators and a director of special investigations - Developing and maintaining relationships with other law enforcement, investigative, and oversight agencies as appropriate to further OIGs mission - Performing related duties as required MINIMUM QUALIFICATIONS: - Eleven (11) years of investigative work experience, including three years in a managerial or supervisory capacity; OR - Graduation from an accredited college with an associates degree, plus nine (9) years of investigative work experience, including three years in a managerial or supervisory capacity; OR - Graduation from an accredited college or university with a bachelors degree, plus seven (7) years of investigative work experience, including three years in a managerial or supervisory capacity; OR - Graduation from an accredited college or university with a masters degree, plus six (6) years of investigative work experience, including three years in a managerial or supervisory capacity. PREFERRED QUALIFICATIONS: - Desired but not required fields of study include criminal justice, law, business administration, public administration, accounting, forensic accounting, computer studies, computer forensics or a related field with application to investigations. - Experience in a public sector investigative, law enforcement or prosecutorial organization is also desirab e. DESIRED KNOWLEDGE, SKILLS AND ABILITIES: - Substantial demonstrated experience managing, developing, directing, and carrying out broad criminal investigations and investigative matters (internally and externally) relating to alleged or suspected violations of criminal laws focused on corruption, fraud, waste and abuse - Experience as a criminal investigator or an equivalent position with experience with complex financial and white-collar crime investigations - Superior analytical skills, communication skills, and executive leadership qualities to manage and motivate a skilled and diverse staff - Excellent writing, research, and editing skills - Ability to organize, prioritize, monitor, and execute competing assignments, and control deadlines ANNUAL SALARY: Commensurate with experience up to $186,792. BENEFITS: For information on City of Chicago employees benefits, please visit our benefits website{target="_blank" rel="noopener"}. TRAVEL AND SCHEDULE: Travel outside Chicago is not required. Standard office hours are 9:00 a.m. 5:00 p.m., flexibility permitt

How this job compares

Set against the 651 open Investigator jobs on Olive Jobs, counted November 1, 2026.

Pay
  • This postingup to $187K/yr
  • US median$67–97K/yr345 salary ranges
  • US median$26–28/hr83 hourly ranges
Openings
Olive Jobs lists 14 open Investigator jobs in Illinois and 651 across the US. 7% of them nationwide are listed as remote or flexible.
Hiring the most across the US
Experience
This posting asks for at least 6 years of experience — more than three in four Investigator postings that state a minimum ask for (median 3 years, across 405 postings).
Education
183 of the 651 open Investigator jobs (28%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 1, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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