Sr Manager, AI Strategy & Program Lead We are ready to take this game to the next level and need someone passionate to be accountable for operationalizing OLG's enterprise AI strategy and delivery model and orchestrating the enterprise AI portfolio from demand through value realization. The role leads enterprise AI intake, assessment, prioritization, delivery–pathway selection, portfolio management and value measurement, providing the frameworks, insights and program discipline required to translate AI strategy into coordinated execution and measurable business outcomes.

Range 95,200.00 - 142,800.00 CAD

YOUR ROLE IN THE GAME Reporting to the Director, AI Strategy & Transformation, you will be empowered to:

Primary Accountabilities

Lead the operationalization and continuous improvement of OLG's AI delivery model, establishing the processes, assessment criteria, decision points and engagement practices used to route opportunities through Enable, Buy, Integrate & Orchestrate and Build pathway

Lead enterprise AI demand intake, assessment and prioritization, evaluating opportunities based on strategic alignment, business value, feasibility, economics, readiness, reuse potential and risk to focus capacity and investment on the highest-value opportunities.

Manage the enterprise AI portfolio and pipeline, providing integrated visibility of demand, investments, delivery pathways, dependencies, capacity, risk, status and outcomes to enable effective enterprise decision-making.

Operationalize OLG's AI value management framework, establishing consistent approaches for opportunity valuation, economic assessment, outcome definition, benefits measurement and post-implementation value monitoring across the AI portfolio





Lead coordinated execution of enterprise AI transformation priorities, translating AI strategy into actionable initiatives, sequencing dependencies, monitoring outcomes and driving cross-functional actions required to evolve OLG's AI capabilities and operating model.

Lead the operating cadence, decision support and portfolio insights for the AI Strategy Forum, ensuring leaders have the information required to prioritize investments, manage dependencies and risks, monitor value and meet enterprise and regulatory oversight requirements.

Develop and continuously improve reusable AI portfolio, delivery and engagement frameworks, tools and practices that increase consistency, transparency, reuse and speed-to-value across AI initiatives.

Secondary Accountabilities

Partner with AI Partners, business teams and technology teams to improve opportunity framing, readiness and delivery–pathway decisions.

Coordinate with Data Governance, Responsible AI, Privacy, Legal, Security, Risk and other control functions to integrate required assessments and decision points into the AI lifecycle.

Develop insights on AI portfolio performance, investment, cost, usage, adoption and realized value to identify optimization and investment opportunities.

Support evaluation of emerging AI capabilities,



vendors and delivery approaches where enterprise-level assessment or coordination is required.

Education & Experience What you bring to the game:

An advanced university degree in mathematics, statistics, analytics, computer science, economics or finance.

5-7 years of comparable experience

Relevant Skills

Relationships and communication: strong relationship builder and communicator of complex topics and solutions

Collaboration: comfortable reaching out and collaborating across a large organization

Results driven

Proactive and evolving leader

Benefits Of Joining The Winning Team

Group Benefits Plan: Comprehensive, employer-paid group benefits coverage.

Variable Pay Program: Participation in a performance-based incentive plan that recognizes organizational and individual achievements.

Public Service Pension Plan: Participation in a highly desirable defined benefit pension plan.

Paid Time-Off: Competitive paid time-off provisions to support work-life balance and well-being.

Growth Focus: Become your best self with comprehensive support for your professional development.

Equity, diversity, and inclusion: Core to OLG’s culture, empowering employees to bring their authentic selves and make a meaningful impact across Ontario.

Please Note Unless otherwise specified, all positions are required to work fully onsite.

OLG is an equal prospect employer. We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. Please contact Human Resources at [email protected] if you require accommodation at any time throughout the hire process.

We welcome applicants from all

📌 Sr Manager, AI Strategy (Toronto)
🏢 OLG
📍 Toronto