⚡ New

Senior Transformation Program Director

olg

TorontoFull-timeMid LevelOn-site

Job Description

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 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, st

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