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Head of Technology, Transformation Full-Stack Builder

Montréal, Quebec, Canada💼 Full-time🗓 2026-06-05 → 2026-07-31

Core

Lead the Shared Tech group to evolve Workleap's engineering organization toward an autonomous, AI-enabled model, stabilizing systems and increasing delivery velocity for two product lines (HR platform and M365 migration).

Role type

Senior Engineering Leadership (Head of Technology)

Builds

Scalable platform capabilities, AI/automation workflows, and shared infrastructure for Product Ops, Data, and Security.

Domain

SaaS / Enterprise Software / Microsoft 365

Deliverable

infrastructure

Required skills

Engineering leadership, transformation strategy, technical credibility, team development, stakeholder influence, execution management, trade-off judgment, modern engineering practices, Microsoft/.NET ecosystem knowledge.

Preferred skills

AI-influenced development environment experience.

Technologies

Microsoft, .NET, AI tools.

Responsibilities

Increase engineering velocity and impact by enabling end-to-end delivery; Improve delivery performance through deployment frequency and production reliability; Reduce organizational friction by increasing team autonomy; Accelerate cycles via AI and automation; Increase leverage through scalable platform capabilities; Strengthen accountability around production outcomes; Elevate organizational performance by building high-performing teams.

Seniority

Senior, hands-on IC leader

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