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Director Technology, AI & Digital Products.

Digital Transformation & Strategy Full-Time

Director Technology, AI & Digital Products: our view in 3 lines...

  • The Role:A senior consulting role leading technology, AI and digital transformation advisory work for enterprise clients.
  • The Person:The person will lead client assessments, turn business problems into technology and AI strategies, provide governance, present recommendations, support proposals, and mentor technical teams.
  • Requirements:The role calls for substantial, progressive experience in technology leadership, ideally at or near the CIO/CTO level, with a track record of leading digital transformation initiatives end to end.

About the role

Director, Technology, AI & Digital Products

Location: Hybrid (Ontario - with regular travel to client sites)

About the role

We're a fast-growing technology and AI advisory firm serving enterprise clients, and we're looking for a Director of Technology & Digital Transformation to lead our client-facing technology advisory practice. This is a senior, hybrid role equally at home in the boardroom with executives and in a technical conversation with engineers and architects.

You'll walk into client organizations, assess how the business runs and how technology supports (or holds back) it, and turn that understanding into practical strategies and roadmaps for modernization, AI adoption, and digital transformation. You'll lead engagements from initial discovery through delivery oversight, working closely with our architects, engineers, and delivery teams to make sure recommendations actually get built and get results.

What you'll do

  • Lead technology and operational assessments for clients, engaging both business and technical stakeholders
  • Translate business challenges into clear, actionable technology and AI strategies
  • Provide senior technical leadership and governance across client engagements
  • Present findings and recommendations to executive and technical audiences alike
  • Support new business development through discovery, solutioning, and proposals
  • Mentor technical teams and help build out our advisory methodologies

What we're looking for

We're looking for someone with substantial, progressive experience in technology leadership - ideally having operated at or near the CIO/CTO level, with a track record of leading digital transformation initiatives end to end. You should be someone who thinks in terms of business outcomes as much as technical architecture, communicates with equal credibility across executive and engineering audiences, and is comfortable managing multiple client relationships at once in a consulting or professional-services environment.

Work Location: Hybrid in Ontario

Published September 21, 2026
Location Toronto, Canada
Job Type Full-Time