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Tooling Program Manager

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3.6
7 reviews
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Job Type   /   Job Level
Full-time   /   Senior Executive
Job Location
Canada
Salary Range
CAD 120,000 - CAD 140,000 (Annually)
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Our Technical Operations team is hiring a Tooling Program Manager to own and scale our internal automation and AI tooling portfolio. This is a senior individual contributor role with program-level ownership; you'll define the roadmap, drive delivery across multiple concurrent initiatives, and partner directly with Operations leadership to hit agent efficiency targets.


You’ll grow into a people management role within 6–12 months by building strong delivery velocity, owning the roadmap end-to-end, and demonstrating the ability to develop and hold junior team members accountable.


What You’ll Do

  • Define and own the quarterly roadmap for AI and automation tooling, anchored to clear efficiency outcomes.
  • Translate ambiguous operational problems into scalable, systems-level solutions
  • Drive end-to-end delivery across discovery, scoping, build, and launch keeping multiple complex initiatives on track
  • Set and uphold a high execution bar by diving into the details, identifying issues early, and driving continuous improvement
  • Navigate cross-functional dynamics across Ops, Engineering, and Product, proactively identifying friction and resolving it directly


What We're Looking For

  • Technical Portfolio Thinking - You break down complex business problems and design systems-level solutions from first principles. You think in workflows, dependencies, and tradeoffs not just features.
  • Execution Discipline - You have a clear model for excellent project execution from discovery through delivery. You know when to stay high-level and when to go deep, and you catch issues before they become blockers.
  • Stakeholder Influence - You communicate directly and effectively across functions. You identify misalignment early and resolve cross-functional challenges without unnecessary escalation.
  • Leadership Trajectory - You’re motivated to grow into a people management role. You’ve mentored or supported others and care about raising the bar for the team, not just delivering your own work.


Nice to Have

  • Experience building or scaling internal tooling in high-growth environments
  • Familiarity with AI-driven automation and its practical application to operational workflows
  • Background in Ops, Support, or CX, with a deep understanding of user needs and pain points


Hiring Process

  • Application
  • Case Study
  • Case Interview with one of our team members
  • Interview with our Head of Core Services
  • Interview with our Head of Operations
  • Interview with one of our Co-CEOs
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Jobs in Canada   »   Tooling Program Manager

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