Technical Program Manager

Job Overview

This is a senior leadership opportunity to drive complex, large-scale enterprise technology transformations within a fast-growing applied AI and engineering environment. As a Technical Program Manager, you will oversee the full lifecycle of major AI, cloud, and digital transformation programs, translating business objectives into actionable technical strategies and measurable outcomes. You will coordinate multiple Agile teams, align engineering and business stakeholders, and ensure successful delivery across complex, multi-workstream initiatives. Working closely with client executives and technical leaders, you will influence architectural decisions, manage risks, and navigate competing priorities while maintaining delivery quality and momentum. You will also play a central role in integrating AI-driven solutions into enterprise operations, establishing standards for responsible development, evaluation, and deployment. This position offers significant ownership, strategic influence, and the opportunity to shape innovative delivery practices alongside highly experienced, distributed engineering teams.

Accountabilities

• Lead the end-to-end delivery of large-scale enterprise AI, digital, and cloud transformation programs, including engagements valued at $10 million or more.
• Break down complex programs into manageable workstreams, establishing clear responsibilities, delivery milestones, sequencing, dependencies, and accountability across teams.
• Coordinate multiple concurrent Agile teams, ensuring alignment around an integrated program plan.
• Establish program-level governance frameworks, performance indicators, and reporting processes.
• Translate business objectives and customer requirements into technical specifications and actionable engineering priorities.
• Facilitate architecture and engineering discussions, collaborating with technical leads.
• Own the AI Development Life Cycle (AIDLC) at the program level.
• Define program-wide quality standards for AI-driven features.
• Partner with AI engineering leaders to assess model risks and translate technical uncertainties into actionable plans.
• Establish success metrics for AI-augmented delivery.
• Integrate AI tools into everyday program management activities.
• Act as a senior strategic partner to client executives.
• Anticipate delivery bottlenecks and manage escalations.
• Communicate program progress and delivery schedules to senior stakeholders.
• Collaborate with Client Partners to identify follow-on projects.
• Mentor and support Senior Delivery Managers and Delivery Managers.
• Contribute to the evolution of delivery methodologies and operational practices.
• Evaluate staffing requirements and support resource planning.

Requirements

• At least 5 years of experience leading multiple Agile teams concurrently.
• At least 5 years of experience managing and delivering enterprise-level IT engagements.
• Proven track record of leading large-scale AI, digital, or cloud transformation programs.
• Strong understanding of program management methodologies and Agile delivery practices.
• Practical experience applying cloud architecture frameworks.
• Strong technical foundation in frontend and backend technologies.
• Demonstrated ability to convert customer business needs into clear technical requirements.
• Experience managing enterprise programs where AI or machine learning were central to the solution.
• Ability to establish program-wide AI quality standards.
• Familiarity with engineering and program delivery tools, including Jira, Confluence, GitHub, Azure DevOps.
• Excellent stakeholder management and executive communication skills.
• Strong leadership and mentoring capabilities.
• Comfortable working in ambiguous, fast-paced environments.

Nice-to-have qualifications

• Industry experience in sectors like Consumer Products, Education, Energy, Financial Services, Healthcare, or Manufacturing.
• Experience delivering enterprise AI initiatives.
• Extensive knowledge of AWS services and cloud architectures.
• Previous ownership of complex, multi-workstream agentic AI transformation programs.
• Experience influencing organizational delivery practices.

Benefits

• Competitive compensation: Annual salary range of CA$202,589 to CA$238,426.
• Comprehensive healthcare coverage: Medical, dental, and vision insurance.
• Retirement benefits: Access to a 401(k) retirement savings plan.
• Paid time off: Paid leave to support work-life balance.
• Remote flexibility: Fully remote working arrangement.
• International collaboration: Work alongside experienced, distributed teams.
• Professional development: Opportunities to expand expertise in enterprise AI and cloud transformation.
• Leadership opportunities: Significant ownership over major enterprise programs.
• Innovative environment: Opportunity to work on advanced AI solutions.
• Experienced colleagues: Collaborate with multidisciplinary professionals.