Head of Technology, Transformation Full-Stack Builder

Job Description

So, what will your new role look like?

 As a Head of Technology, your mission will be to advance the organization's execution capacity by influencing, aligning, and evolving key teams. The role is centered on three shared functions — Product Ops, Data, and Security Operations — with a clear transformation mandate: stabilize certain teams, support a new dynamic around AI, clarify priorities, and increase velocity without compromising quality. This position requires someone capable of making an impact in a matrix structure, leading through technical credibility and influence, and concretely contributing to the engineering vision.

Responsibilities:

• Stabilize the teams under your responsibility and create conditions for effective collaboration in a context of organizational evolution.
• Define and advance an engineering vision that improves execution speed at the organizational scale.
• Lead the shared functions of Product Ops, Data, and Security Operations to better support product teams.
• Establish clear benchmarks for performance and velocity, then guide teams toward measurable gains over time.
• Accelerate delivery by reducing friction, dependencies, and obstacles between teams.
• Make informed decisions on trade-offs between velocity, quality, and security based on business needs.
• Collaborate closely with product leaders and other key partners to maximize organizational impact.
• Inspire and mentor technical leaders by providing clarity, alignment, and direction in gray areas.
• Contribute concretely to technical initiatives to establish your credibility and lead by example.

What does your future team look like?   

You'll lead the Shared Tech group (~20 people): where we build the standards, the platforms, and the enabling infrastructure that serve both product lines (ShareGate and Workleap). You'll partner with the heads of each product line who own the product outcomes, and your mission is to make delivery dramatically faster.

The three pillars of your scope:

• Product Operations: Builder tooling, AI SDLC, observability, analytics, billing and subscription. Turn product activity into decisions and improve developer velocity.
• Data: Single trusted, AI-ready analytics backbone. Shared data models, governance, data science as a shared capability, AI quality foundations.
• Security & Infrastructure: Enterprise-grade trust without killing speed. Security architecture, compliance, incident response, infrastructure operations.

Qualifications 

• Significant experience (at least 3–5 years) in an engineering leadership role within a growing or large-scale SaaS technology environment;
• Demonstrated ability to influence without relying solely on hierarchical authority, particularly in matrix structures;
• Strong technical credibility and willingness to be hands-on: ability to go deep, understand code, and contribute concretely;
• Experience managing leaders, including contexts where 3 directors may report to the position;
• Relevant experience managing or coordinating organizations of approximately 20 people;
• Ability to lead organizational transformation mandates with high expectations for impact;
• Experience improving execution velocity while maintaining a high level of quality;
• Good judgment to navigate trade-offs between security, quality, innovation, and speed;
• Strong interest in new ways of developing software in an AI-influenced context;
• Ability to quickly establish credibility with very senior profiles and to challenge strong opinions constructively;
• Experience in a Microsoft / .NET environment is an asset; otherwise, a strong interest in quickly learning this ecosystem is important;
• Presence in Montreal preferred, and ability to travel to the office occasionally.