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🥝 Director, Technology Transformation & Data

Dream | Toronto, Canada | Posted June 18, 2026

Job Description

What will you do?

Technology Transformation Programs

  • Lead the PMO function: govern Dream’s technology project portfolio using a defined methodology, best practices, and structured delivery frameworks;

  • Drive the selection and implementation of new enterprise solutions — working with business stakeholders to define requirements, evaluate vendors, and oversee delivery end to end;

  • Ensure transformation initiatives are delivered on time, on scope, and with measurable business outcomes; capture and apply lessons learned across the portfolio;

  • Build a culture of structured change delivery across the Technology team and business stakeholders;
  • Data & AI Strategy and Delivery

  • Define and execute Dream’s data and AI roadmap — identifying high-value use cases across the business and building the foundation (governance, infrastructure, tooling) to deliver them;

  • Hire, onboard, and develop a data and AI capability into a high-pe...
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