Vice President of Engineering (Repentigny)

Vice President of Engineering

Project: Fractional SVP Engineering

Technologies: Generative AI

Seniority: Senior

Role Overview

The Fractional SVP Engineering will serve as the de facto head of engineering during a critical transitional window, with a solid likelihood of transitioning to a full time permanent role for the right candidate.

They report to the CEO and work closely with the Chief Product Officer and Head of Data/AI. They will be the senior technical voice in the room — able to speak credibly to the board, to engineers, and to external vendors.

Core Responsibilities

• Establish engineering leadership, cadence, and accountability from day one.
• Own the technical vision and execution roadmap across both product platforms (landing page builder and CRM).
• Drive adoption of structured engineering processes (Scrum/Agile) — lead by example, not committee.
• Manage and align relationships with external vendors: Kaylent (AWS/AI partner), TechJays (agentic dev), and any future partners.
• Evaluate and shape the post‑restructuring engineering team — retain, develop, and recruit AI‑forward talent.
• Provide technical credibility with engineers: this person must be respected for what they know and have built, not just their title.
• Bridge business strategy and technical execution — translate customer impact and commercial goals into engineering priorities.
• Cover the full CTO remit where needed: DevOps/infrastructure, data, security awareness, regulatory compliance context.

Must‑Have Background (Non‑Negotiables)

• High‑tech industry experience at a senior leadership level – CTO or VP Engineering with a track record owning architecture, defining strategy, and leading a team of 30 or more engineers.
• Proven track record leading engineering organizations through transformation – not just steady‑state management; post‑restructuring transformation experience required.
• Deep, current fluency in AI‑first development: built with LLMs, agentic systems, or AI tooling in the last 12–18 months; hands‑on experience using modern LLM frameworks such as LangChain, LangGraph, RAG pipelines, agentic workflows.
• Experience in SaaS environments, ideally having led or witnessed a product org redefine itself around AI.
• Ability to command technical respect from senior engineers – can speak architecture, review code credibly, and demonstrate street cred.

What They Must Bring

• Bias for Action — moves fast, decides with incomplete information, doesn’t wait for consensus.
• Results Focus — outcome‑oriented; cares about what ships and its impact on the business.
• Customer First — understands that engineering decisions exist in service of the customer and the business.
• High‑Velocity Decision Making — can cut through ambiguity and commit.
• Individuality — brings a distinct point of view; not a follower of the room.
• Ability to build buy‑in — earns trust with engineers by being credible, not by being popular.

Context & Situation

Understanding this context is critical for assessing candidate fit. This is not a stable, steady‑state role; the right person will thrive precisely because of the challenge.

Where the organization is today:

• The Head of Engineering departed end of March 2026 after a planned transition.
• The engineering org (~55 people) has been operating below velocity expectations for 18+ months.
• A restructuring is underway: approximately 20 engineers will be released; high performers and AI‑forward builders are being retained with stay bonuses.
• The incoming SVP will not be expected to lead the layoffs — the CEO will manage that directly. The SVP must walk into the post‑restructuring environment and rebuild trust, morale, and momentum quickly.

Dealbreakers – What Will Disqualify a Candidate

• No sense of urgency. This role requires a driver.
• Ego that prevents collaboration or creates friction with leadership peers.
• Strategic blindness – must understand the commercial and operational impact of engineering decisions.
• Avoidance of accountability or difficult conversations.
• Unfamiliarity with AI‑first development as a practice, not just a talking point.

Areas of Flexibility

The client is open on specific vertical/domain experience, exact company size, and whether the candidate comes from a pure engineering or engineering‑adjacent background—provided they can demonstrate the non‑negotiables above.