Head of Engineering / VP Engineering

Job Type:
Full Time
Location:
Greater Toronto Area (Hybrid)
Date Posted:
2026-02-20
Job ID:
X1379204

What You’ll Do:

Lead & Scale Engineering

  • Own engineering execution across product, platform, and data teams
  • Build and mentor high-performing engineering managers and senior technical leaders
  • Establish delivery discipline, predictability, and quality across releases

Drive Technical Strategy

  • Partner with Product and Executive Leadership to define the technical roadmap
  • Guide architectural decisions across cloud-native services, integrations, and data pipelines
  • Balance innovation with enterprise-grade reliability and performance

Accelerate Delivery with AI

  • Introduce and scale practical use of AI tools across the SDLC (code generation, testing, observability, internal tooling)
  • Ensure AI adoption follows strong governance, security, and data-privacy standards

Operate in a Mission-Critical Environment

  • Ensure systems meet high standards for availability, performance, and security
  • Support enterprise customers in regulated healthcare environments

Lead modernization and technical debt reduction initiatives

 

Build Culture

  • Create an engineering culture centered on ownership, accountability, and continuous improvement
  • Attract, retain, and develop top engineering talent

What We’re Looking For

  • 15+ years of software engineering experience with senior leadership responsibility
  • Proven success leading product-focused engineering teams in SaaS or enterprise software
  • Strong experience with cloud platforms (AWS, Azure, GCP)
  • Background in high-availability or regulated environments (healthcare, fintech, data platforms, etc.)
  • Comfortable operating in growth-stage environments with evolving priorities
  • Experience modernizing platforms and improving delivery velocity at scale
  • Exposure to AI/ML-enabled platforms or developer productivity tooling is a strong plus

Why This Role

  • Direct impact on clinician experience and patient care outcomes
  • Executive-level influence over engineering strategy and execution
  • Opportunity to modernize engineering workflows and delivery using AI
  • A highly visible leadership role within a respected, enterprise-grade technology platform

Salary range - $160,000 – $220,000 CAD, plus bonus and/or equity, depending on experience and scope.

 

Apply Now

Head of Engineering / VP Engineering

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