Company Overview

Workleap is a tech company based in Montreal focused on simplifying work for teams through AI-powered HR solutions and Microsoft 365 migration services. Since 2006, we build innovative products that help HR and IT teams tackle their biggest challenges, serving more than 20,000 companies worldwide.

Role Overview

As Head of Technology, you will evolve Workleap’s engineering organization toward a more autonomous, efficient, and AI‑driven model. You will lead the Shared Tech group and shape the systems, platforms, and practices that enable product teams to deliver faster, with greater autonomy and impact.

Responsibilities

• Accelerate engineering velocity and impact by enabling end‑to‑end value delivery with minimal dependencies.
• Improve delivery performance through higher deployment frequency, shorter lead times, and sustained production reliability.
• Reduce organizational friction by increasing te...