AI Engineering Manager

This is a global insurtech company focused on embedded insurance and protection solutions. Its technology enables insurers and other businesses to integrate insurance products directly into their existing customer journeys, making it easier to quote, purchase, manage and service coverage through digital channels. The company has built a significant international footprint, working with insurers and distribution partners across multiple industries including financial services, telecommunications, retail, mobility, consumer electronics, travel and cyber protection.
What makes this company particularly attractive is the combination of a high-growth technology environment with the scale and complexity of the global insurance industry. Its cloud-based platform connects insurers, distribution partners and customers through a single technology ecosystem, helping businesses launch new insurance offerings faster while improving the overall customer experience. It is an interesting environment for someone who wants to work at the intersection of technology, data and insurance within a rapidly growing international organization.
They are currently very much in a scale-up phase. The company has reached Series C funding with a valuation of approximately $2.1 billion, and the organization continues to invest heavily in technology, product development and global expansion. As part of that next stage of growth, the company is looking to continue maturing its operations and technology organization, with the ambition of being IPO-ready as early as next year.
As part of this growth, we are currently searching for an AI Engineering Manager. The internal AI team is currently around 4–5 people, supported by close to 10 contractors, and this person will play an important role in managing, structuring and growing the team as AI becomes increasingly important across the organization. The mandate will combine people leadership, technical direction and team building, with the opportunity to help shape how the company develops and scales its AI engineering capabilities.
Summary: Leads the AI squad's people, roadmap, and technical standards - translating business priorities into a coherent AI strategy across the AI Rater, conversational AI, and internal productivity tooling - while staying hands-on.

Title: Ai Engineering Manager
Location: Remote anywhere in Canada
Work model: remote
Type of position: Full time, permanent
Salary: Very open, currently considering around the 180-190k CAD with bonus + vacation & benefits

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Core Requirements
● 8+ years of engineering experience, including 3+ years in a technical lead or engineering management role
● Proven track record leading a team that shipped AI/LLM-powered products end-to-end
● Technical depth to review architecture, set engineering standards (prompting, evaluation, guardrails), and unblock the team hands-on
● Experience owning a technical roadmap and translating business goals (automated rating, lead qualification, agent copilots) into engineering plans
● People leadership: hiring, mentoring, and performance management across AI Engineers and Senior AI Engineers
● Cross-functional partnership with Product, Compliance/Legal, and Sales - especially on AI governance in a regulated industry
● Experience with vendor/model strategy: evaluating LLM providers, cost/performance tradeoffs, build-vs-buy calls
● Strong grasp of LLMOps and the infrastructure needed to scale AI features reliably across a SaaS platform
● Skilled at communicating AI strategy, risk, and results to non-technical stakeholders and leadership
● Stays hands-on with AI-assisted engineering tools and retains technical credibility with the team