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Randstad Logo Randstad · IT - Administration

Program Manager

Canada, Québec 91.97 - 98.10 USD / Hour · Job Posted May 29, 2026
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Job Description

Our client, a prominent leader in the Canadian financial services and insurance sector, is undergoing a major modernization journey. We are seeking a high-caliber, strategically-minded Strategic Program Manager to steer large-scale digital and business transformation initiatives. Acting as the trusted right hand to the Vice President of Operations, the successful candidate will play a pivotal role in translating high-level corporate strategies into executable roadmaps, ensuring alignment across matrixed business and technology units, and driving complex operational evolution.

Job Responsibility

  • Strategic Governance & Roadmap Design: Translate overarching corporate strategies into practical, phased transformation roadmaps with clearly defined outcomes, milestones, and success metrics
  • Executive Advisory: Serve as the strategic advisor and right hand to the VP of Operations, facilitating high-level decision-making, executive steering committees, and status reporting
  • End-to-End Program Delivery: Oversee the lifecycle of multi-stream transformation programs, managing intricate dependencies, program budgets, resource allocation, and risk mitigation
  • Stakeholder Alignment: Foster collaboration across highly matrixed environments, bridging the gap between business operations, IT architecture, product delivery teams, and external vendors
  • Operational Modernization: Spearhead shifts in processes, data structures, and technologies to achieve superior operational efficiency and enhance customer value
  • Change Advocacy & Leadership: Mitigate delivery bottlenecks and lead cross-functional teams with clarity, championing organizational readiness and continuous improvement throughout the transformation

Requirements

  • Extensive Leadership Background: 10 to 15+ years of dedicated experience directing enterprise-wide program portfolios, specifically focusing on complex business and digital transformations within large, matrixed organizations
  • Industry Expertise: Proven track record within the insurance, wealth management, or broader financial services sectors. Experience navigating dealer or distribution networks is highly valued
  • Methodological Mastery: Strong command over hybrid delivery models (Agile, Scrum, Waterfall), vendor management, and structured change management practices
  • Executive Presence: Superb communication and negotiation skills, with a demonstrated ability to influence executive leadership and resolve ambiguous, high-stakes delivery challenges
  • Education & Credentials: Bachelor's degree in Business, Engineering, Technology, or a related field (Master's preferred). Certifications such as PMP, PgMP, or Agile equivalents are strong assets
  • Language Requirements: Complete professional fluency in English is mandatory. Proficiency in French is considered a significant asset

Nice to have

  • Proficiency in French
  • Experience navigating dealer or distribution networks
  • Master's degree
  • Certifications such as PMP, PgMP, or Agile equivalents

What we offer

  • Flexible Work Model: 100% remote working environment (with occasional, planned travel as needed)
  • Long-Term Engagement: Initial 12-month contract with a strong likelihood of extension based on project milestones
  • Executive Exposure: Direct collaboration and visibility with C-suite and VP-level leadership
  • Impactful Work: Opportunity to pioneer a flagship digital transformation that shapes the future operating model of a major enterprise
  • Professional Growth: Work within a highly dynamic, modern corporate culture driving large-scale industry innovation
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