Director, Product Management

1 week ago


Toronto ON, Canada Apex Systems Full time

Title: Director, Product Management Type: Full-time, Permanent Location: Greater Toronto Area (Hybrid – 3 days per week onsite) Industry: Enterprise / Digital Transformation About the Role Apex Systems is supporting a major enterprise undergoing a large-scale digital and product transformation. We are looking for a Director, Product Management to lead a portfolio of digital products across multiple business domains. This leader will own the product vision, roadmap, and value realization for a complex environment, working closely with senior business stakeholders, technology teams, and vendors to ensure digital investments deliver measurable outcomes. Key Responsibilities Own and drive the overall digital product vision and strategy across multiple journeys and business areas. Lead and mentor a team of Product Managers and Associate Directors; set expectations, coach, and elevate product maturity. Develop and maintain 2–3 year product roadmaps, aligning with business strategy, operations, finance, and technology. Translate high-level business goals into clear product portfolios, priorities, and outcomes. Define and track product OKRs, KPIs, and health metrics to ensure value realization (customer experience, efficiency, and revenue impact). Partner with business leaders to clarify strategy and ensure there is a strong “translation layer” between business objectives and what technology teams deliver. Collaborate with technology, data, and security teams to align on feasibility, delivery approach, and risk. Champion data-informed and AI-enabled decision making within product management. Build and standardize product management practices, frameworks, and artifacts across the organization. Represent digital products in senior forums, telling a compelling story on strategy, outcomes, and investment needs. Must-Have Qualifications 10+ years in product management or digital leadership roles, with experience owning product portfolios in complex organizations. Significant experience leading senior product teams (e.g., Product Managers, Associate Directors) and influencing executive stakeholders. Proven track record of building and executing multi-year product strategies and roadmaps tied to measurable business outcomes. Strong ability to translate business strategy into concrete product initiatives, funding models, and prioritization frameworks. • Excellent communication and storytelling skills; comfortable with executive and board-level stakeholders. Experience working in environments with cross-functional complexity (operations, commercial, technology, finance). Nice-to-Have Skills Experience in aviation, transportation, logistics, or other complex operational environments. Background in building or maturing product practices in organizations moving from project-based to product-based models. Familiarity with data, analytics, and AI-driven product decisions. Exposure to large-scale vendor ecosystems and multi-partner delivery models. Soft Skills & Leadership Traits Strong relationship builder who can partner, influence, and bring stakeholders along through change. Comfortable working in ambiguous, transforming environments where structures and practices are still being defined. Hands-on, “roll up your sleeves” leadership style rather than purely directional. Strategic thinker with the ability to zoom into detail when needed.



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