Metra Commuter Rail · 21 hours ago
Deputy General Counsel
Chicago, IL
Full-time
Onsite
Director/Executive
8+ years expMetra Commuter Rail is one of the nation’s largest and most complex commuter rail systems, committed to enhancing the economic vitality, social well-being, and environmental health of the communities it serves. The Deputy General Counsel is a senior strategic leader responsible for overseeing the Litigation & Risk Management team, providing high-level legal counsel, ensuring compliance with laws and regulations, and managing departmental operations and strategic initiatives.
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Responsibilities
Provide leadership, mentorship, and oversight to attorneys, staff, and outside counsel
Align the team’s work with organizational goals and guide the development of legal strategy
Collaborate with executive leadership and represent the General Counsel in Board and stakeholder meetings
Manage departmental operations, including budgets, staffing, and resource planning
Deliver accurate, actionable legal advice to senior staff and Board members
Prepare concise legal assessments on the impact of laws, regulations, and policies
Represent Metra in major proceedings, negotiations, and governmental engagements
Oversee performance evaluations, staffing decisions, and professional development
Manage employee schedules, approve time off, and ensure compliance with organizational policies
Lead or support processes for performance management, discipline, or termination
Promote and maintain safe work practices
Provide training and guidance to internal and external legal teams
Develop and implement legal strategies, policies, and comprehensive compliance frameworks
Perform other duties as needed to support Metra’s mission
Oversee agency claims and insurance programs, including third-party administrator relationships
Coordinate enterprise risk mitigation efforts and insurance strategy development
Analyze agency needs and secure coverage from domestic and international markets
Supervise litigation portfolios, including budget oversight and claims reserves
Serve as supervising counsel on high-profile, high-impact cases
Qualification
Required
8 years or more of required experience in a legal role
Exceptional judgment and leadership capability
Experience managing complex legal matters in a dynamic environment
Ability to provide leadership, mentorship, and oversight to attorneys, staff, and outside counsel
Skill in aligning team's work with organizational goals and guiding the development of legal strategy
Experience collaborating with executive leadership and representing the General Counsel in Board and stakeholder meetings
Ability to manage departmental operations, including budgets, staffing, and resource planning
Capability to deliver accurate, actionable legal advice to senior staff and Board members
Skill in preparing concise legal assessments on the impact of laws, regulations, and policies
Experience representing an organization in major proceedings, negotiations, and governmental engagements
Ability to oversee performance evaluations, staffing decisions, and professional development
Skill in managing employee schedules, approving time off, and ensuring compliance with organizational policies
Experience leading or supporting processes for performance management, discipline, or termination
Ability to promote and maintain safe work practices
Experience providing training and guidance to internal and external legal teams
Skill in developing and implementing legal strategies, policies, and comprehensive compliance frameworks
Ability to oversee agency claims and insurance programs, including third-party administrator relationships
Experience coordinating enterprise risk mitigation efforts and insurance strategy development
Skill in analyzing agency needs and securing coverage from domestic and international markets
Experience supervising litigation portfolios, including budget oversight and claims reserves
Ability to serve as supervising counsel on high-profile, high-impact cases
Company
Metra Commuter Rail
Metra is more than just a rail system. We are a team of professionals who help connect our community members to the people and places that matter most.
1001-5000 employees
Funding
Current Stage
Late StageTotal Funding
$104MKey Investors
CMAP
2025-06-18Grant· $104M
Leadership Team
Don Orseno
Executive Director/CEO
Kevin McCann
Chief Operating Officer and Deputy Executive Director of Operations
Recent News
2025-11-08
The Philadelphia Inquirer
2025-10-30
Company data provided by crunchbase