Chicago, Illinois, United States · On-site
Chicago Public Schools (CPS) is a district on the rise, serving over 325,000 students in 500+ schools and employing over 45,000 people, half of them teachers. CPS has set ambitious goals to ensure that every student, in …
Skills: Public Policy Leadership, Legal Operations, Integrity, Collaboration, Communication
Chicago, Illinois, United States · On-site
$103k–$195k/yr
Join the team of motivated, detail-oriented professionals eager to make an impact. This role offers an excellent opportunity to expand your experience in industry risk, controls, data analytics, and cross-functional init…
Skills: AML Risk Management, KYC Due Diligence, Data Analytics, Quantitative Analysis, Qualitative Analysis
Chicago, Illinois, United States · On-site
$23/hr–$26/hr
Advantage Surveillance is the Nation’s only insurance defense investigation firm that invests in the operational capabilities necessary to produce consistent, high-quality results—ultimately helping our clien…
Skills: Covert Observation, Mobile Surveillance, Video Recording, Report Writing, Creative Thinking
Chicago, Illinois, United States · On-site
Chicago Public Schools (CPS) is a district on the rise, serving o Chicago Public Schools (CPS) is a district on the rise, serving over 320,000 students in 500+ schools and employing over 44,000 people, most of them teach…
Skills: Docket Management, E-Filing, Legal Terminology, Case Management, Microsoft Word
Chicago, Illinois, United States · On-site
Chicago Public Schools (CPS) is a district on the rise, serving over 325,000 students in 500+ schools and employing over 45,000 people, half of them teachers. CPS has set ambitious goals to ensure that every student, in …
Skills: Legal Operations, Public Policy Leadership, Budget Management, Project Management, Team Leadership
Chicago, Illinois, United States · On-site
Join Amrize as a Senior Counsel and help construct what's next. If you're ready to put your skills to work on projects that matter — and build a career with a company that’s building North America — we want to hear from …
Skills: Corporate Transactions, Commercial Transactions, Contract Drafting, Contract Negotiation, Competition Law
Chicago, Illinois, United States · On-site
Join Amrize as a Senior Counsel and help construct what's next. If you're ready to put your skills to work on projects that matter — and build a career with a company that’s building North America — we want to hear from …
Skills: Corporate Transactions, Commercial Transactions, Contract Drafting, Contract Negotiation, Competition Law
Chicago, Illinois, United States · Hybrid
$60k–$75k/yr
Description The R&D Tax Credit Specialist will research tax issues, to keep up to date on the latest changes in the tax law related to their area of specialization, conduct fieldwork from the local office or travel to cl…
Skills: Tax Research, R&D Tax Credits, Fieldwork, Client Relationship Management, Accounting Analysis
Chicago, Illinois, United States · Hybrid
$85k–$105k/yr
Description The R&D Tax Credit Senior Specialist will research tax issues, to keep up to date on the latest changes in the tax law related to their area of specialization, conduct fieldwork from the local office or trave…
Skills: R&D Tax Credit Research, Tax Law Analysis, Fieldwork, Client Relationship Management, Microsoft Excel
Chicago, Illinois, United States · Hybrid
$156k–$210k/yr
Help Shape the Future of Insurance—From a Legal and Regulatory Frontline We’re looking for a strategic, forward-thinking Legal Counsel to join our North America team and play a key role in supporting a complex, fast-movi…
Skills: U.S. Insurance Regulation, Regulatory Reporting, Corporate Governance, Legal Advisory, Insurance Transactions
Chicago, Illinois, United States · Hybrid
Job Title: Entry Level Background Investigator- Northeast Region Job Category: Service Contract Act Time Type: Full time Minimum Clearance Required to Start: Top Secret Employee Type: Regular Percentage of Travel Require…
Skills: Background Investigation, Interviewing, Case Management, Written Communication, Oral Communication
Chicago, Illinois, United States · On-site
$102k–$190k/yr
Application Deadline: 07/27/2026 Address: 320 S Canal Street Job Family Group: Audit, Risk & Compliance Leads the development and continuous improvement of the data management risk governance framework, including standar…
Skills: Data Management Risk Governance, Regulatory Compliance, Risk Assessment, Control Effectiveness, Stakeholder Engagement
Centennial, Colorado, United States · Hybrid
$89k–$156k/yr
When you’re the best, we’re the best. We instill an environment where employees feel engaged, satisfied and able to contribute their unique skills and talents while living and working as their authentic selves. We provid…
Skills: Contract Negotiation, Sourcing Strategy, Capital Budgeting, Spend Analysis, RFP Design
Chicago, Illinois, United States · On-site
$110k–$170k/yr
Overview The Chicago office of Lewis Brisbois, a full-service AmLaw 100 firm, is actively seeking an attorney to join its Insurance Coverage Practice. The ideal candidate will have at least one (1) to seven (7) years of …
Skills: Legal Research, Legal Writing, Insurance Defense Litigation, Case Management, Motion Practice
Chicago, Illinois, United States · Remote OK
$90k–$117k/yr
Achieving our goals starts with supporting yours. Grow your career, access top-tier health and wellness benefits, build lasting connections with your team and our customers, and travel the world using our extensive route…
Skills: Quality Assurance Audit, Regulatory Compliance, FAA Liaison, Investigation Management, Corrective Action Coordination
Chicago, Illinois, United States · Hybrid
$63k–$73k/yr
With 500+ professionals and 350+ business professionals, Manatt, Phelps & Phillips, LLP (www.manatt.com), is a multidisciplinary, integrated national professional services firm known for quality and an extraordinary comm…
Skills: Purchase Order Management, Invoice Processing, Contract Administration, Vendor Management, Procurement Reporting
Chicago, Illinois, United States · Hybrid
$135k–$165k/yr
With 500+ professionals and 350+ business professionals, Manatt, Phelps & Phillips, LLP (www.manatt.com), is a multidisciplinary, integrated national professional services firm known for quality and an extraordinary comm…
Skills: Strategic Sourcing, Vendor Management, Contract Negotiation, Spend Analysis, RFP/RFQ Development
Chicago, Illinois, United States · On-site
$125k–$165k/yr
Invenergy is North America’s largest privately held developer, owner, and operator of power infrastructure. With 25 years of trusted execution, we deliver reliable, affordable energy through a diverse portfolio that incl…
Skills: Contract Negotiation, Power Purchase Agreements, Build Transfer Agreements, Development Transfer Agreements, Project Development
Chicago, Illinois, United States · On-site
$58k–$107k/yr
Application Deadline: 07/30/2026 Address: 320 S Canal Street Job Family Group: Strategy & Change The Manager, Employee Experience (Legal & Regulatory Compliance) fosters a culture aligned to BMO purpose, values and strat…
Skills: Employee Engagement, Change Management, Communication Strategy, Stakeholder Management, Business Analysis
Chicago, Illinois, United States · Hybrid
$160k–$185k/yr
Why Harvey At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work…
Skills: Customer Success, Account Management, Program Management, Client Services, SaaS
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The Deputy Chief, Law Office oversees multiple units within the Law Office, ensuring legal compliance and operational efficiency. This role also manages the department's budget and leads initiatives to foster a collaborative workplace culture.
Candidates must possess a Juris Doctor (JD) or Master's Degree and have a minimum of ten years of related professional experience, including significant senior-level operations and legal administration. Supervisory experience and budget management skills are also required.
Chicago Public Schools (CPS) is a district on the rise, serving over 325,000 students in 500+ schools and employing over 45,000 people, half 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.
Job Summary:
Reporting to the General Counsel, the Deputy Chief, Law Office is a high-impact, senior leadership role responsible for driving the strategic execution, operational efficiency, and workplace culture of the Law Office in alignment with the General Counsel’s vision and district-wide goals. Acting as a trusted advisor and primary liaison across internal and external stakeholders, this role oversees critical legal workstreams, including but not limited to FOIA, Policy, Ethics, and Records, while co-managing the Department’s multi-million dollar budget, performance metrics, and strategy by blending traditional performance management, mentorship, and continuing education outside counsel vendor relationships. This leader oversees the Office’s business operations, policy initiatives, and specialized programs to foster a collaborative, high-performing environment. This is a full-time, exempt position that will be paid for time worked on a salary basis.
The Deputy Chief, Law Office will be held accountable for the following responsibilities:
Provide direct oversight and leadership for multiple Law Office units, including but not limited to FOIA, Policy, Ethics, and Records, ensuring strict legal compliance and transparency
Lead the development and implementation of departmental goals, ensuring alignment with the General Counsel’s vision and the district’s broader strategic priorities and ensuring all Office activities and initiatives comply with federal, state, and local laws, as well as Board rules and policies
Evaluate and streamline administrative and legal workflows to increase efficiency and ensure the effective delivery of legal services to the Board; Support continuous improvement initiatives in collaboration with District leadership
Manage the full lifecycle of high-priority initiatives from initial planning to final execution (e.g., major projects and initiatives, after-action reviews, policy rollouts, etc.)
Manage the development and implementation of departmental policies and procedures to ensure staff adhere to the highest standards of professional conduct
Co-manage the Law Department’s annual budget, utilizing data and metrics to monitor performance, identify trends, and provide regular fiscal reports to the General Counsel.
Co-manage the Department’s ongoing reports to the Board and other reporting obligations, ensuring accuracy, conducting analysis, and trend-spotting
Oversee Law Department vendor selection and management, including performance management for outside counsel and service providers to ensure high-quality support and cost-effectiveness and that spend is within Board authority
Design, implement, and oversee departmental mentorship programs, peer groups, and continuing education paths; Align these growth initiatives with the annual performance review cycle to drive team capability and career progression
Serve as the executive sponsor for the department’s Race & Equity Committee and Social Committee. Actively cultivate an inclusive workplace culture through targeted programming, open forums, and community-building events; Manage internal departmental sub-committees and peer-to-peer support networks, ensuring team members have the resources, connection points, and advocacy needed to thrive
Other duties and workstreams as assigned
In order to be successful and achieve the above responsibilities, the Deputy Chief, Law Office will possess the following qualifications:
Education Required:
Juris Doctor (JD) or Master’s Degree from accredited college or university required
Experience Required:
Minimum of ten (10) years of related professional experience, including the following is required:
Minimum of seven (7) years in senior-level operations, legal administration, and/or strategic management within a high-volume environment (e.g., Director, Executive Director, Chief of Staff, Deputy General Counsel, etc.).
Minimum of five (5) years experience supervising a team of direct reports
Budget management experience
Knowledge, Skills and Abilities:
Expertise in public policy leadership and/or legal operations
Ability to maintain the highest standards of integrity
Ability to work collaboratively, and to communicate effectively, with multiple and diverse constituencies, such as staff, corporate partners, Board Members, and members of the district’s executive team
Strong and effective oral and written communication skills
Ability to analyze issues, formulate and evaluate alternatives, and make sound, decisive recommendations
Ability to utilize data to identify operational barriers and develop sustainable, creative solutions
Strong expertise in complex budget management and the optimization of resource allocation
Exceptional organizational and project management skills
Proven ability to lead teams through organizational transitions and drive the adoption of new systems or processes
Exceptional interpersonal skills with the ability to manage highly sensitive, confidential information
Poise to interact with, and instill confidence in, a wide variety of individuals, including Board members, executive staff, employees, local and federal government officials, outside counsel and the public
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.
Providing a high quality public education for every child, in every neighborhood, that prepares each for success in life
Chicago Public Schools is looking for teachers, leaders, and non-instructional staff to transform the face of urban education. We are a team of passionate, committed, and talented professionals who believe that every CPS student will graduate prepared for success in college, career, and life. Come join us in making CPS a model for public school districts throughout the nation. CPS is the third largest school district in the United States with more than 600 schools providing education to over 340,000 children.
Offices: 42 West Madison Street, Chicago, IL 60602, US · 2651 West Washington Boulevard, Chicago, Illinois 60612, US · 501 East 35th Street, Chicago, Illinois 60616, US · 4655 S Dearborn St, Chicago, Illinois, US
Based on 804 listings with disclosed salaries, most legal jobs in Chicago, IL pay between $59k–$175k per year. Individual offers vary with seniority, company size, and specialization.
There are currently 991 open legal positions in Chicago, IL listed on Clera. New openings are added daily as companies post roles.
Companies currently hiring include Chicago Public Schools, First Chicago Insurance Company, Sidley Austin LLP, Warrior Insurance Network, Invenergy, among others. Browse the listings above to see every active employer.
Yes — 536 of the 991 open legal positions offer remote or hybrid work (100 remote, 436 hybrid).
Each listing links directly to the employer's application page. Apply early — fresh listings get the most recruiter attention in the first two weeks.
