General Counsel in Chicago, Illinois at Skyway Concession Company
Job Description
Company Overview
Skyway Concession Company, LLC (“Skyway”) operates the Chicago Skyway, a 7.8-mile elevated toll road connecting the Indiana Toll Road with the Dan Ryan Expressway on Chicago’s South Side. Skyway has operated the roadway since January 2005 under a 99-year concession lease with the City of Chicago that expires in 2104.
Calumet Concession Partners Inc. holds the indirect equity interest in Skyway Concession Company. Atlas Arteria holds a 66.67% interest in Calumet Concession Partners, and Ontario Teachers’ Pension Plan holds the remaining 33.33%. The Chicago Skyway generated $137.9 million in toll revenue and $114.8 million of EBITDA in 2025.
Position Summary LHH is exclusively conducting Skyway Concession’s search for a practical, hands-on General Counsel and Corporate Secretary to serve as the company’s principal in-house legal advisor. The General Counsel will work closely with the Chief Executive Officer, senior leadership, and the company’s owners on the legal matters arising from the operation, maintenance, and ongoing improvement of a privately operated toll-road infrastructure asset.
This is a lean legal function requiring an attorney who is comfortable moving between detailed contract work, construction and infrastructure matters, corporate governance, concession-related issues, and day-to-day business advice. The successful candidate will be responsive, commercially practical, and willing to handle work directly rather than routinely sending matters to outside counsel.
The position is intentionally structured to accommodate different experience profiles. Skyway will consider both a capable attorney with 4 or more years of relevant experience who is prepared to assume broad responsibility or more experienced attorneys who are a good fit for the role. Breadth, judgment, initiative, and the ability to operate independently will be more important than a fixed number of years of practice.
Primary Responsibilities
Commercial Contracts
Draft, review, negotiate, and administer commercial agreements, with an emphasis on using and maintaining Skyway’s contract forms. Support agreements relating to construction, maintenance, engineering, professional services, procurement, technology, operations, and other vendor relationships. • Provide practical guidance on contract risk, performance obligations, amendments, claims, notices, and dispute avoidance. • Develop and maintain useful contract templates, approval practices, and risk-position guidance for business stakeholders.
Construction and Infrastructure Matters
Advise management on legal considerations associated with Skyway’s construction, maintenance, capital improvement, safety, compliance and infrastructure programs. Work closely with operational, engineering, and financial personnel on project contracting and related risk allocation. Coordinate with and make efficient use of outside counsel and technical advisors when a matter requires specialized expertise.
Enterprise Risk Management
Lead the company’s enterprise risk management program, including maintaining the company’s risk register, coordinating periodic reviews and updates with risk owners, monitoring mitigation actions, and reporting material risks and changes to senior leadership and the Board, as appropriate. Support the Chief Financial Officer, who is responsible for managing the company’s insurance program, by reviewing insurance, indemnification, bonding, limitation-of-liability, and other risk-transfer provisions and advising on significant coverage and claims matters in coordination with brokers, carriers, and outside counsel.
Concessions/Relationship Management
Advise on Skyway’s rights and obligations under the Concession and Lease Agreement (CLA) with the City of Chicago. Support communications, notices, approvals, and other legal matters.Help management navigate the legal and commercial aspects of the company’s ongoing relationship with the City of Chicago. Maintain familiarity with the contractual framework governing toll-road operations and the long-term stewardship of the asset. Qualify to act as a registered lobbyist with the City of Chicago. Support CLA-required notices and disclosures to the City of Chicago and the Company’s lenders.
Corporate Governance and Corporate Secretary
Serve as Corporate Secretary and support appropriate governance. Prepare and maintain board and shareholder materials, written consents, resolutions, minutes, corporate records, and related governance documentation. Coordinate governance calendars, approval processes, and required corporate actions. Support communications and information requests from the Board, shareholders, owners, lenders, auditors, and other authorized stakeholders.
General Legal and Business Advice
Advise management on employment and labor matters, including workplace policies, employee relations, collective bargaining obligations, grievances, disciplinary matters, and coordination with specialized outside counsel when appropriate. Manage litigation, administrative proceedings, claims, subpoenas, investigations, and dispute-resolution matters, including preservation obligations, litigation strategy, reporting, and coordination with insurers and outside counsel. Oversee legal records management, document-retention requirements, legal holds, privilege practices, and responses to subpoenas, audits, and other formal information requests. Provide timely, practical legal advice to leadership and business teams across the company. Identify legal and contractual risks early and develop solutions that support the company’s operational objectives. Provide legal analysis and practical guidance on operational matters, including tolling operations, toll collection and enforcement, tolling technology, customer and payment issues, data privacy and protection, and related contractual and regulatory requirements. Monitor legal and regulatory developments relevant to toll-road operations, infrastructure, contracting, and private concession arrangements. Assist with significant corporate, financing, refinancing, or strategic matters as needed, coordinating with specialized outside counsel where appropriate, while overseeing and managing outside counsel spend and work product.
Job Responsibilities
Support the company’s legal and regulatory compliance framework, including policy development, employee guidance, ethics and conflicts matters, required training, internal investigations, and escalation of material issues to senior leadership and the Board. Primarily leverages knowledge of legal specialty in providing counsel to the business. Review and prepare legal documents prior to presentation to management for execution to ensure accurate expression of the legal content. Collaborates with the business units that it serves in order to achieve corporate objectives and mitigate unnecessary business risk. Research legal principles and precedents, engage and manage outside counsel, draft legal documents, gather relevant case related information using multiple sources and methods, provide work guidance to other professional, paraprofessional and support staff in developing solutions to problems presented. Maintain currency and fluency in the legal and business trends that could impact the business.
Qualifications
Juris Doctor from an accredited law school. Active license to practice law in Illinois, or admission in at least one other U.S. jurisdiction and ability to satisfy applicable Illinois requirements for an in-house attorney. 5-7 years of relevant post-bar attorney legal work experience in a law firm and/or corporate settings. Meaningful experience drafting and negotiating commercial contracts. Ability to work independently, prioritize effectively, and provide clear recommendations without extensive infrastructure or administrative support. Experience using time management skills such as prioritizing/organizing and tracking details and meeting deadlines of multiple projects with varying completion dates. Demonstrated sound judgment, discretion, integrity, and the ability to communicate candidly with senior leadership, the Board, owners, government stakeholders, and business partners. Hands-on, execution/solutions-oriented and commercially practical. Clear communicator with legal and non-legal stakeholders. Proficiency with technology.
Preferred Qualifications
Exposure to government entities, public-private partnerships, concession arrangements, or heavily regulated operating environments. Experience with construction, engineering, transportation, infrastructure, utilities, real estate, or another asset-intensive business. Experience with corporate governance or corporate secretary responsibilities. Chicago residents preferred.
Compensation and Benefits
Target compensation for the role is up to $200,000 annual base salary plus a 20% target bonus. Benefits include:
Medical, dental, and vision coverage with Company premium contributions A 401(k) retirement savings plan with a Company Safe Harbor Match on eligible compensation deferred Fourteen (14) paid Company holidays per calendar year, as designated by the Company Paid Short-term disability, long-term disability, and basic life insurance coverage A discounted pet insurance program and value-added perks programs Employees enrolled in an eligible medical plan may also participate in a Health Savings Account (HSA)
Work Environment & Physical Demands
The role requires periodic presence in operational areas, including work around live traffic and exposure to outdoor weather conditions, noise, and temperature changes. The employee must be able to respond to operational needs across shifts, including nights, weekends, holidays, and emergency situations. Occasional lifting up to 25 pounds, climbing stairs, and extended walking or standing may be required. Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions of this position.
Risk, Health, Safety, Environment & Quality
All employees are expected to carry out their duties in alignment with SCC’s commitment to safety, stewardship, and regulatory compliance. Employees must follow established health and safety practices, immediately report hazards, and actively support a safe, secure, and environmentally responsible workplace. The General Counsel role is expected to actively promote safety leadership, risk awareness, operational quality, and compliance across the company.
Page Break
Scan to Apply
Just scan this QR code to apply from your phone.
- Fast
- Easy
- Apply on the go