Chief Transportation Officer

Chief Transportation Officer Lead the Future of Public Transportation in Greater Portland Greater Portland Metro is seeking an experienced and collaborative Chief Transportation Officer (CTO) to lead its Operations and Maintenance divisions and help shape the future of public transportation across the Greater Portland region. This is a high-impact leadership opportunity for a transportation professional who is energized by complex operations, engaged leadership, innovation, and the opportunity to make a meaningful difference in the communities Metro serves. Reporting directly to the Executive Director, the CTO provides strategic and operational leadership for Metro's transportation and maintenance functions, with responsibility for delivering transit service that is safe, reliable, professional, productive, and cost-effective. The CTO oversees a large safety-sensitive operation and works closely with employees, union representatives, senior leadership, community partners, government agencies, Board of Directors, transit users, and other stakeholders. The ideal candidate is a visible and approachable leader who can balance the demands of daily transit operations with long-term strategic planning. They will bring strong operational judgement, a commitment to employee engagement, a collaborative leadership style, and the ability to turn data and performance measures into meaningful improvements. The Opportunity The Chief Transportation Officer will have the opportunity to: Lead Metro's Operations and Maintenance divisions and directly influence the quality, reliability, and efficiency or regional transit service. Lead and develop employees while strengthening a culture of safety, accountability, collaboration, and positivity. Evaluate and improve transit operations through performance metrics, staffing analysis, scheduling, route and service evaluation, and operational planning. Work collaboratively with ATU Local 714 and other stakeholders to maintain productive labor-management relationships and address collective bargaining and employee relations matters. Help guide Metro's long-term fleet, infrastructure, technology, and capital investment strategies. Champion innovation and implement technology and intelligent transportation systems that improve service and operational performance. Participate in annual operating budget development and the five-year Capital Improvement Program, helping ensure resources are aligned with Metro's strategic priorities. Manage major transportation projects involving internal teams, consultants, contractors, vendors, and partner organizations. Represent Metro with community leaders, member agencies, stakeholder organizations, transit riders, the media, and the broader transportation industry. Work closely with the Executive Director, Board of Directors, and senior leadership team on strategic initiatives that affect Metro's future. Requirements 10 years of progressively responsible experience in the fields or transit operations and/or transit fleet maintenance. 5 years of supervisory/management level experience in transit operations and at least 5 years of supervisory experience in a working environment governed by a collective bargaining agreement. Key Responsibilities Lead Operations and Maintenance Provide leadership, direction, and oversight to Operations and Maintenance, ensuring effective staffing, scheduling, training, fleet management, service delivery, facility maintenance, and daily transportation operations. Drive Safe, Service, and Performance Establish and monitor performance metrics and action plans to improve service reliability, productivity, safety, efficiency, and customer experience. Evaluate routes, schedules, staffing levels, overtime, and operational practices to meet changing market and community needs. Lead People and Culture Foster a positive, accountable, and collaborative work environment. Maintain accessibility to employees, strengthen morale and engagement, and ensure …

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