Engineering Manager, AI

Accountabilities: You will lead the AI engineering team in delivering production-ready AI capabilities while establishing the technical foundations, quality standards, and operational practices needed for safe and reliable deployment.

• Lead, develop, and grow a team of engineers building AI-powered features and platform capabilities across patient-facing and operational experiences.

• Define, build, and optimize the systems supporting AI products, including evaluation frameworks, prompt and model management, retrieval systems, guardrails, and monitoring.

• Establish standards for measuring AI quality and develop evaluation practices that enable confident, evidence-based product releases.

• Own the operational performance of AI systems in production, including model upgrades, cost and latency optimization, and observability to detect performance degradation early.

• Collaborate with Clinical, Pharmacy, and Customer Experience teams to maintain appropriate human oversight and ensure AI solutions meet clinical and regulatory expectations.

• Partner with Product and Design to identify opportunities, brainstorm new features, prioritize initiatives, and shape the AI roadmap.

• Lead team planning, ceremonies, and development processes in alignment with product priorities.

• Contribute to engineering and broader business decisions, balancing technical quality, product outcomes, operational needs, and long-term scalability.

• Foster a collaborative engineering culture through mentorship, knowledge sharing, and continuous professional development.

Requirements:

You are an experienced engineering leader with a strong technical foundation in applied AI and a practical understanding of what it takes to deploy reliable machine learning systems in production.

• At least 3 years of experience as an engineering leader or engineering manager.

• Hands-on experience taking LLM-based or machine learning-driven products from development into production, beyond prototypes or experimental projects.

• Strong understanding of AI evaluation methodologies, including how to measure output quality objectively and establish reliable release criteria.

• Sound technical judgment about when AI is an appropriate solution and when alternative approaches are more effective.

• Demonstrated leadership skills, including the ability to unblock teams, guide technical execution, and support engineers' growth.

• Strong communication skills, with the ability to explain technical concepts clearly and collaborate effectively with Product and cross-functional stakeholders.

• Familiarity with AI evaluation, observability, and experimentation tools and practices.

• Experience working across both front-end and back-end technologies.

• Ability to balance innovation and delivery speed with reliability, safety, and operational performance.

• Experience in a regulated industry, such as healthcare, fintech, or insurance, is an advantage.

Benefits:

• Annual compensation: CA$190,000–240,000.

• Equity through a stock option grant.

• Comprehensive medical, dental, and vision benefits.

• Maternity and paternity leave policy.

• Four weeks of vacation, including three weeks to use throughout the year and one week during the holiday period.

• Remote-first work environment, with the flexibility to work from anywhere in Canada.

• Collaborative, high-performing team culture.

• Opportunity to make a significant impact within an early-stage technology company.

• Professional development opportunities and close collaboration with founders and senior leadership.

• Inclusive recruitment practices, with accommodations available at any stage of the hiring process.

How Jobgether works: We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best! Why Apply Through Jobgether?

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