Rootly

Rootly

Senior AI Engineer

Toronto, CAN · Senior

Sponsorship not specifiedDetected 242 days ago
GitVector DatabasesMachine LearningLLMsRAGFigmaCanvaResearchLeadershipCommunication

About the role

  • This isn't a traditional ML role - we're not training custom models (yet).
  • As an early engineer at Rootly, you will have full ownership over this initiative and play a pivotal role in shaping both the product and company.

Responsibilities

  • Own and drive the development of an AI-powered reliability assistant that retrieves relevant context from disparate data sources (observability tools, GitHub, deployment histories, past incidents, playbooks, etc.).
  • Develop LLM-powered features that transform raw data into actionable insights for engineers responding to incidents.
  • Implement evaluation frameworks to measure AI performance in real-world scenarios and refine workflows accordingly.
  • Collaborate closely with product and engineering teams to iterate quickly, ship features, and refine AI-driven workflows.
  • Think in systems, not just features - ensuring that what we build today scales effectively for tomorrow.
  • You drive work forward, proactively and with urgency.
  • If you thrive in a fast-moving environment where you build, ship, and iterate quickly, this is the role for you.
  • We do this by building an industry-leading incident management platform that allows companies around the world to consistently and quickly resolve incidents.
  • About the Role We're hiring a Senior AI Engineer to lead the development of this new AI-driven reliability assistant.

Requirements

  • Experience working with LLMs - you've built AI-powered applications, experimented with agents, and understand the nuances of prompt engineering, embeddings, and search.
  • Experience with AI system evaluation - you understand how to assess AI performance in production and refine models and workflows accordingly.
  • Strong communication skills - you can explain complex technical concepts simply and effectively.

Benefits

  • We conduct monthly financial reviews as a team so everyone has a pulse on the health of the business and publish what we are building in our weekly changelog.
  • Competitive compensation and early equity in a fast-growing, venture-backed company.
  • Comprehensive medical, dental, and vision coverage.

Company info

  • About Rootly At Rootly, we are on a mission to be the go-to way companies respond when things go wrong, helping every organization be more reliable.
  • We are not simply transforming an industry, we are carving an entirely new +$B segment ourselves and need incredible talent to achieve this ambitious goal together.
  • Customers love Rootly.
  • See why our customers have reviewed us 5 stars on G2.
  • We are backed by some of the most respected funds in the world from Y Combinator to operators like the CTO of Dropbox and GitHub.

This listing is sourced directly from Rootly's careers page and normalized into a canonical job model.