Senior Manager, Digital Transformation - Ontario Health, Ontario

About the Role: Senior Manager, Primary Care Digital Transformation

Ontario Health is seeking a dedicated Senior Manager, Primary Care Digital Transformation, to lead a high-performing team in delivering innovative digital products, services, and solutions. This pivotal leadership role is instrumental in enhancing the experience for clinicians, patients, and caregivers across the healthcare system in Ontario. You will work collaboratively across Digital Excellence in Health (DxH), Ontario Health, government partners, and external stakeholders to establish program objectives, drive product strategy, and ensure the successful delivery and ongoing support of critical digital initiatives.

As a champion of a citizen-centred, digital-first mindset, the Senior Manager will promote innovative approaches that contribute to a more connected healthcare system. This position oversees the entire product lifecycle, from strategy and roadmaps to design, implementation, and continuous improvement, ensuring alignment with organizational priorities and clinical program needs. This role requires a balanced approach to strategic leadership, technical understanding, program oversight, and operational execution, fostering a culture of collaboration, agility, innovation, and accountability.

What You'll Do

In this Senior Manager role, your responsibilities will span strategic leadership, stakeholder engagement, people management, and operational excellence, all aimed at driving digital transformation within Ontario's health sector.

• Lead the development and execution of product strategies, roadmaps, and operational plans in collaboration with program partners, DxH colleagues, and ministry stakeholders.
• Drive product portfolio alignment, identify synergies across products, and support the delivery of integrated digital solutions.
• Champion Ontario Health’s digital-first vision and promote innovative, citizen-centred approaches to healthcare delivery.
• Bridge strategy and execution through effective planning, governance, metrics, business models, and road mapping.
• Provide thought leadership on digital technologies, innovation opportunities, sustainability planning, and value realization.
• Ensure products meet organizational standards, privacy, security, and SDLC requirements throughout the product lifecycle.
• Anticipate, assess, and address risks, constraints, and delivery challenges to support successful outcomes.
• Build and maintain strong relationships with internal teams, healthcare system partners, vendors, government agencies, and external stakeholders.
• Partner with clinical portfolios to ensure program objectives are reflected in technical product strategies and roadmaps.
• Communicate complex business and technical concepts to diverse audiences, including clinical, operational, business, and technical stakeholders.
• Ensure stakeholders have visibility into product performance, value delivery, and strategic outcomes.
• Collaborate across Ontario Health and DxH to support planning, funding, reporting, and service delivery objectives.
• Lead, mentor, and develop a multidisciplinary team of 5–15 employees, fostering a collaborative, agile, and high-performing culture.
• Provide full people leadership responsibilities, including recruitment, performance management, coaching, career development, succession planning, and employee engagement.
• Support project teams by providing guidance on managing risks, issues, and escalations.
• Promote an inclusive and respectful workplace that values diversity and encourages continuous learning.
• Operate with a high degree of independence while determining when matters require escalation to senior leadership.
• Make decisions with significant organizational impact, balancing strategic objectives, operational needs, and long-term sustainability.
• Lead cross-functional problem solving, innovation initiatives, and change management activities that support organizational transformation.

Requirements for Success

To excel in this Senior Manager role at Ontario Health, you will bring a robust combination of education, extensive experience, and critical leadership skills, particularly within digital and health technology domains.

• Bachelor’s or Master's degree in Business, Health-related fields, Engineering, Computer Science, or a related discipline, or equivalent experience.
• CSPO, CSM, KMP, PMI, or ITIL certifications are considered an asset.
• 10+ years of experience in the functional area of expertise (Software Engineering, Quality Assurance, Security, etc.).
• Minimum of 5 years in a Digital/IT leadership role and previous experience leading people, programs, and/or projects.
• Demonstrated experience managing complex technology portfolios and large-scale IT implementations.
• Strong knowledge of Agile methodologies, project delivery practices, SDLC, and product management principles.
• Experience leading healthcare technology and integration initiatives.
• Knowledge of user-centred design, innovation practices, cloud-based platforms, and AI-driven technologies.
• Experience managing multiple concurrent initiatives from planning through implementation.
• Expert knowledge of business domains related to assigned product areas and their interdependencies across portfolios.
• Strong strategic thinking, analytical, and problem-solving capabilities.
• Ability to make decisions with enterprise-wide impact in complex environments.
• Excellent communication, relationship management, negotiation, and stakeholder engagement skills.
• Demonstrated leadership ability with a track record of building high-performing teams and driving results.
• Strong organizational and prioritization skills with the ability to manage competing demands.
• Effective presentation and facilitation skills for both technical and non-technical audiences.
• Adaptability and resilience in fast-paced, evolving environments.
• High emotional intelligence with the ability to build trust, influence others, and work effectively across diverse stakeholder groups.
• Commitment to integrity, accountability, collaboration, and continuous improvement.