Senior Transformation Program Director

Ontario Lottery and Gaming Corporation

$190K — $240K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Master's degree in Business Administration, Information Technology, or related field.
  • 10+ years of experience in leading large-scale business and technology transformation programs.
  • Proven track record in managing full program lifecycles including business case development and benefits realization.
  • Experience with vendor management and the RFP process for large transformation projects.
  • Familiarity with highly regulated industries, ensuring compliance and risk management.

Responsibilities

  • Lead the delivery of complex, multi-year business and technology transformation programs.
  • Develop integrated roadmaps and governance structures to execute transformation priorities.
  • Drive program execution across multiple workstreams, coordinating teams and stakeholders.
  • Manage dependencies, risks, and competing priorities to maintain delivery progress.
  • Lead all phases of the transformation lifecycle from planning to operational readiness.
  • Act as a trusted advisor to senior leaders with insights and actionable plans.
  • Prepare and facilitate executive governance forums for decision-making and accountability.

Benefits

  • Comprehensive, employer-paid group benefits for eligible employees.
  • Participation in a defined benefit public service pension plan.
  • Incentive-based variable pay program recognizing individual and organizational achievements.
  • Competitive paid time-off provisions for work-life balance.
  • Access to personalized support programs for professional growth.
  • 24/7 access to robust online learning resources.
Full Job Description

Range:

162,400.00 - 243,600.00 CAD

Job Description:

Senior Transformation Program Director

Salary Range: $190,000 - $240,000

We are ready to take the game to the next level and are seeking an experienced transformation leader to lead the delivery of complex business and technology transformation programs that will shape the future of the Lottery business. This role will lead complex, multi-year initiatives that enable new capabilities, support evolving customer experiences, and deliver strategic business outcomes. As Senior Transformation Program Director, you will serve as the senior delivery leader for large-scale transformation programs, providing delivery leadership, strategic guidance, and enterprise-wide coordination from concept through implementation and value realization. You will align business leaders, technology teams, external partners, and executive stakeholders to successfully deliver transformational outcomes while establishing the delivery disciplines, governance practices, and capabilities that support future transformation initiatives.

YOUR ROLE IN THE GAME

Reporting to the VP, Lottery Strategy, Transformation & Enterprise Customer Experience, you will be empowered to:

  • Lead the end-to-end delivery of complex, multi-year business and technology transformation programs, ensuring program objectives, business outcomes, budgets, timelines, and organizational readiness are successfully achieved.

  • Translate business and transformation priorities into executable programs by developing integrated roadmaps, delivery approaches, governance structures, and implementation plans that drive successful transformation outcomes.

  • Personally drive program execution across multiple workstreams, bringing together business leaders, technology teams, vendors, and external partners to deliver coordinated and measurable results.

  • Operate as the central point of integration across the program, proactively managing dependencies, risks, issues, decisions, and competing priorities to maintain delivery momentum and confidence.

  • Lead all phases of the transformation lifecycle, from business case development, vendor selection, and planning through implementation, operational readiness, transition, and benefits realization.

  • Act as a trusted delivery advisor to senior leaders and executive sponsors, translating complex program realities into clear insights, recommendations, and actionable plans.

  • Prepare and lead executive governance forums and steering committees, enabling informed decision-making, transparency, accountability, and alignment across stakeholders.

  • Partner closely with business and technology leaders to ensure program objectives, technology delivery, operational readiness, and implementation activities remain aligned throughout the program lifecycle.

  • Manage program budgets, delivery performance, and change control activities, ensuring clear visibility into program health, value realization, and overall investment outcomes.

  • Drive accountability across external partners and vendors, ensuring delivery commitments, quality expectations, contractual obligations, and program objectives are achieved.

  • Establish and evolve delivery practices, governance disciplines, and performance measures that strengthen the division's capability to successfully deliver transformation initiatives.

  • Foster a culture of accountability, transparency, collaboration, and continuous improvement while helping teams navigate complexity and deliver transformational change.

WHAT YOU BRING TO THE GAME

Education & Experience:

  • Master's degree in Business Administration, Information Technology, Business Management, or a related discipline.

  • 10+ years of progressive experience leading large-scale business and technology transformation programs with accountability for delivering strategic business outcomes.

  • Experience managing the full program lifecycle, including business case development, vendor selection, governance, implementation, operational readiness, and benefits realization.

  • Experience leading vendor selection, RFP, evaluation, and contracting processes for large-scale technology and transformation programs.

  • Experience delivering complex technology infrastructure, software, digital, or enterprise transformation initiatives.

  • Experience managing large program budgets, risks, dependencies, executive stakeholders, and cross-functional delivery teams.

  • Experience establishing program management methodologies, governance frameworks, and portfolio management practices.

  • Experience overseeing organizational change management, business readiness, training, communications, and transition planning activities.

  • Experience working within highly regulated industries or environments with significant compliance, privacy, audit, and risk management requirements.

Relevant Skills:

  • Exceptional program and transformation leadership capabilities with a demonstrated ability to lead large, complex initiatives.

  • Strong executive communication, stakeholder management, influencing, negotiation, and relationship-building skills.

  • Expertise in program governance, portfolio management, risk management, organizational change leadership, and benefits realization.

  • Strong analytical, problem-solving, prioritization, and decision-making capabilities.

  • Ability to translate complex business and technology challenges into clear delivery plans, executive communications, and actionable outcomes.

  • Proven ability to build alignment and drive accountability across diverse stakeholder groups, executive sponsors, vendors, and delivery teams.

  • Strong financial acumen with experience managing program budgets, business cases, investment governance, ROI measurement, and value realization.

BENEFITS OF JOINING THE WINNING TEAM

  • Group Benefits Plan: Eligible employees and dependents have access to comprehensive, employer-paid group benefits coverage (permanent employees only).

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

  • Variable Pay Program: Participation in a performance-based incentive plan that recognizes organizational and individual achievements (permanent employees only).

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

  • Growth Focus: Become your best self with access to new opportunities and personalized support programs.

  • Comprehensive Learning: 24/7 access to robust online learning programs.

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

We look forward to hearing from you, interested applicants please apply online by August 18, 2026.

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

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