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OLG

Sr Manager, AI Strategy & Program Lead

Posted Yesterday
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In-Office
Toronto, ON, CAN
Senior level
In-Office
Toronto, ON, CAN
Senior level
Leads the operationalization of an enterprise AI strategy and delivery model, managing AI demand intake, prioritization, portfolio governance, delivery pathways, value measurement, and transformation execution. The role coordinates cross-functional stakeholders, supports AI investment decisions, integrates responsible AI and regulatory controls, and provides portfolio insights to senior leadership. It also develops reusable frameworks and operating practices to improve consistency, transparency, reuse, and speed-to-value across AI initiatives.
The summary above was generated by AI

Range:

95,200.00 - 142,800.00 CAD

Job Description:

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.


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.

 


WHAT YOU BRING TO THE GAME

 

Education & Experience:

  • 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.

To learn more about our organization and other opportunities visit our career site.

 

We look forward to hearing from you, interested applicants please apply online by November 5, 2026.


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

OLG is an equal opportunity 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 backgrounds and experiences. If you bring relevant skills and a willingness to learn, we encourage you to apply—even if you don’t meet every listed qualification. We sincerely appreciate your interest; while we are unable to contact everyone, those selected for the next steps will be notified.

We thank you for your interest in this opportunity; however only those individuals selected for an interview will be contacted.

Personal information is collected by the Ontario Lottery & Gaming Corporation (OLG) and/or its third party service provider(s) under the authority of the Ontario Lottery and Gaming Corporation Act, 1999, SO 1999, c 12, Sch L and the Employment Standards Act, 2000, S.O. 2000, c. 41 (as amended) and will be used for the purpose of determining qualifications for employment with OLG and for recruitment modernization initiatives. The information will be managed in accordance with all applicable laws, OLG’s Protection of Privacy Policy (the Policy) and related policies and procedures. For any questions about this collection, please contact [email protected], 800-70 Foster Drive, Sault Ste. Marie, ON, P6A 6V2.

HQ

OLG North York, Ontario, CAN Office

North York, Canada

OLG Oakville, Ontario, CAN Office

Oakville, Canada

OLG Toronto, Ontario, CAN Office

70 Foster Drive, Suite 800, Sault Ste Marie / , Toronto, Ontario , Canada, P6A 6V2

OLG Toronto, Ontario, CAN Office

Toronto, Canada

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