General Manager, Transportation Services

General Manager, Transportation Services for the City of Toronto will provide strategic and operational leadership for one of Canada’s largest urban transportation systems, overseeing streets, sidewalks, bridges, traffic operations, signals, signage and right-of-way management. The role shapes policy, sets strategy, and implements practices to enhance safety, service delivery, and customer experience city-wide, with accountability for significant budgets, performance metrics, and labour relations while driving innovation and reliability across multimodal transportation. Key responsibilities include setting long-term vision, advising Mayor and City Council, guiding policy/regulatory standards, multi-year financial planning, budget development, performance measurement, and cross-city collaboration. The position emphasizes safety (in line with the Occupational Health and Safety Act), operational excellence, and strong leadership of a large, unionized workforce through periods of change, with a focus on delivering accessible, efficient, and cost-effective transportation services. The role requires strategic governance, stakeholder management, and the ability to translate council direction into actionable programs that improve city-wide mobility and service delivery.