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Randstad Logo Randstad · IT - Administration

Sr. director - head of planning and execution

Canada, North York · Job Posted April 11, 2026
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Job Description

As the Head of Planning and Execution (P&E) in the Technology team, you will report directly to the Canada CTO. You will lead the P&E function, responsible for establishing and executing the governance and control framework across the technology portfolio for the Canadian Technology team as part of the wider our client global organization. You will serve as a strategic partner to Technology leadership, driving financial discipline, operational transparency, and delivery excellence across the function.

Job Responsibility

  • Drive Agile Practices & Team Productivity
  • Identify, define, and track metrics to measure team productivity, leading regular reviews with Technology leadership to enhance overall output and time-to-market
  • Champion Agile practices to drive productivity across several tech teams, working collaboratively with application leaders to ensure continuous improvement
  • Monitor productivity trends to identify leading indicators and proactively alert leadership to potential bottlenecks or challenges to delivery
  • Manage workforce planning by analyzing and optimizing capacity, matching demand with resource availability across teams and geographies to support operational goals
  • Drive Strategic Execution & Alignment
  • Drive the execution of strategic tech initiatives by proactively uncovering and removing roadblocks on delivery
  • Ensure seamless alignment across critical intersections: Product = Tech, Local = Global, EFX = Vendor
  • Work closely with teams spanning architecture, engineering, security, audit, and compliance to deliver complex transformation initiatives
  • Financial Acumen & Cost Optimization
  • Utilize strong financial acumen to uncover opportunities to optimize our cost structure, specifically regarding people costs in Tech
  • Partner with Corporate functions (Finance, HR, Procurement) and vendors to drive cost efficiencies and resolve complex challenges regarding workforce and supplier management
  • Build business cases to secure funding and acquire the right resources in a timely fashion to execute strategic initiatives
  • Lead efficiency initiatives, vendor consolidation, and contract management to find and deliver cost savings
  • Oversee technology budget planning and forecasting, tracking 'run vs. change' spend and capital vs. operating allocations
  • Team Leadership & Talent Management
  • Drive and manage the performance of the team, providing coaching, recognizing individual strengths, and arranging assignments to address development needs
  • Understand talent requirements by working with Technology leadership to proactively identify talent internally (onshore and offshore) and externally

Requirements

  • 8–10 years of business experience with a proven track record in Technology Business Management, Workforce Planning, or IT Finance
  • Strong financial background with the ability to build business cases, manage budgets, and optimize cost structures regarding people and vendor costs
  • Experience driving execution on tech initiatives and removing roadblocks across complex, cross-functional environments
  • Expertise in leading efficiency initiatives, vendor consolidation, and contract negotiations
  • Experience partnering with Corporate functions (Finance/Procurement) and Application Leaders to drive alignment

Nice to have

  • A background in Finance or Accounting is highly desirable to drive the required cost optimization
  • Agile or Scrum certification is strongly preferred to drive the productivity mandates of this role
  • Cloud Certification and bilingualism (English and French) are considered assets
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