Senior Program Manager - Transformation

Our client is seeking a highly tenured, visionary Senior Program Manager - Transformation to lead a series of high-profile, novel business value streams cutting across Supply Chain, Merchandising, Store Operations, and Workforce Optimization.

This is not a traditional IT implementation role. This initiative is heavily business-led and reports directly to an Executive Steering Committee comprised of the entire C-suite and Executive Leadership Team (ELT). We are looking for an ambiguous-thriving leader who can build a path where one does not yet exist, driving macro-level Organizational Change Management (OCM) to achieve true business reinvention.

Duration: 12-Month Contract (Multi-year initiative)

Work Arrangement: Hybrid (2-3 days per week on-site at the Mississauga, ON office).



Advantages
C-Suite & ELT Visibility: Partner directly with Executive Vice Presidents and the C-suite, commanding high-stakes strategic conversations and visibility.

Bleeding-Edge Innovation Portfolio: Champion enterprise-wide GenAI and advanced technology pilots that will redefine the future of the retail industry.

True Business Reinvention: Lead a program focused on organizational transformation and corporate strategy rather than strict technical configuration.

Long-Term Strategic Impact: Drive a multi-million-dollar portfolio from its earliest, most ambiguous phases through to real-world corporate adoption.



Responsibilities
Executive Facilitation: Partner directly with the VP of Technology Transformation and the C-suite Executive Steering Committee to translate high-level strategic vision into a concrete execution roadmap.

Cross-Functional Program Delivery: Oversee a portfolio of complex, multi-million-dollar value streams including advanced supply chain visibility platforms, automated merchandising, store operations, and next-generation labor/workforce optimization.

Macro Change Leadership (OCM): Act as the primary champion for driving organizational change across the enterprise. Leverage structured frameworks, empathy, and influence to successfully pivot corporate culture and frontline retail operations.

Navigating Ambiguity: Establish structure, governance, and delivery frameworks for fast-moving, "novel" or experimental corporate initiatives where no market blueprint yet exists.

Resource & Vendor Governance: Collaborate with internal PMO leaders and external strategic consulting partners to effectively manage complex resourcing pools, multi-million-dollar financial tracking, and tier-1 vendor deliverables.



Qualifications
Experience: 10+ years of progressive program management leadership, with a proven track record of steering massive, multi-year strategic innovation or business transformation programs.

Program Scale & Capital: Direct experience managing mega-programs with budgets scaling from $10M to $100M+.

Retail Domain Expertise: Extensive, deep-dive experience navigating the complexities of a large-scale enterprise retail or grocery ecosystem (Supply Chain, Merchandising, or Field Operations).

Expert-Level Change Management (OCM): Exceptional soft skills with a proven, referenceable capability to drive enterprise-wide organizational change, overcome internal resistance, and implement complex new operating models.

Executive Presence: High credibility and polish in guiding, presenting to, and influencing C-suite and Executive-level steering committees.

Core Focus: Please note that deep technical expertise in Generative AI or Agentic workflows is not a prerequisite. Success hinges on a track record of corporate reinvention and high-level change.

Nice-to-Have Skills & Assets
Active Change Management validation or a PMP certification.

Familiarity with enterprise data platforms or advanced supply chain visibility architectures (such as Palantir Foundry).

Experience leading pilot programs for cutting-edge, experimental, or net-new software in a corporate environment.

Bilingualism (English / French) is considered a strong asset.

Summary
The "Right Fit" for this enterprise transformation team is an individual who can expedite the internal learning curve and maximize time-to-value. The ideal candidate won't be "along for the ride" on a stable project; they must be a proactive builder and true consultant profile who brings strong thought leadership and is comfortable charting their own course at a fast pace. Bring your enterprise retail pedigree, $10M+ portfolio track record, and macro change management finesse to an industry-defining project today!

Randstad Canada is committed to fostering a workforce reflective of all peoples of Canada. As a result, we are committed to developing and implementing strategies to increase the equity, diversity and inclusion within the workplace by examining our internal policies, practices, and systems throughout the entire lifecycle of our workforce, including its recruitment, retention and advancement for all employees. In addition to our deep commitment to respecting human rights, we are dedicated to positive actions to affect change to ensure everyone has full participation in the workforce free from any barriers, systemic or otherwise, especially equity-seeking groups who are usually underrepresented in Canada's workforce, including those who identify as women or non-binary/gender non-conforming; Indigenous or Aboriginal Peoples; persons with disabilities (visible or invisible) and; members of visible minorities, racialized groups and the LGBTQ2+ community.

Randstad Canada is committed to creating and maintaining an inclusive and accessible workplace for all its candidates and employees by supporting their accessibility and accommodation needs throughout the employment lifecycle. We ask that all job applications please identify any accommodation requirements by sending an email to accessibility@randstad.ca to ensure their ability to fully participate in the interview process.