Engineering Manager, AI

Role overview Lead an engineering team building AI features and underlying systems for patient and operational experiences in a regulated healthcare setting. The role combines people leadership with hands-on technical direction, shaping an AI roadmap in partnership with product, customer support, clinical, and pharmacy teams. Quality, safety, auditability, and dependable operations are central to delivering at pace.

Responsibilities - Lead and develop engineers building AI-powered product features and platform capabilities. - Define and improve systems for evaluation, prompt and model management, retrieval, guardrails, and monitoring. - Establish practical ways to measure AI quality and support confident releases. - Oversee production operations, including model updates, cost and latency decisions, and monitoring for quality degradation. - Partner with clinical, pharmacy, and customer support colleagues to keep appropriate human review in workflows and meet scrutiny requirements. - Plan team work with product, contribute to roadmap decisions, and mentor engineers.

Requirements - At least 3 years as an engineering leader or manager. - Hands-on experience delivering LLM-based or machine-learning products to production. - Sound judgment about evaluating AI quality and deciding when AI is appropriate. - Ability to lead teams, unblock delivery, and communicate technical topics clearly with product partners. - Familiarity with evaluation, observability, and experimentation tools. - Experience across both front-end and back-end technologies.

Nice to have - Experience in a regulated field such as healthcare, financial services, or insurance.

Benefits and work setup - Remote-first work from anywhere in Canada, with an office available in Toronto. - Medical, dental, and vision coverage; parental leave; four weeks of vacation; and stock options. - Professional development and close collaboration with senior leadership.