Range: 162,400.00 - 243,600.00 CAD Senior Transformation Program Director

Salary Range: $190,000 - $240,000 YOUR ROLE IN THE GAME

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 advantages 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, st

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📌 Senior Transformation Program Director (Toronto)
🏢 OLG
📍 Toronto