gem
Senior AI Engineer
Rootly
Toronto, CAN
Full-time
Senior · 5+ years experience
Hybrid
Discovered 3 weeks ago
LLMsVector embeddingsVector databasesRetrieval-augmented generationAgent frameworksPrompt engineering
Free
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LLMsVector embeddingsVector databases
Role Overview
We’re hiring a Senior AI Engineer to lead the development of this new AI-driven reliability assistant.
This isn’t a traditional ML role - we’re not training custom models (yet).
Instead, this is about LLM engineering and AI agent development, leveraging existing AI technologies (LLMs, vector embeddings, semantic + hybrid search, vector databases) to create a non-deterministic product that provides real value to engineers and ultimately reduces the time to resolve incidents.
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.
If you thrive in a fast-moving environment where you build, ship, and iterate quickly, this is the role for you.
Key Skills for This Role
LLMsVector embeddingsVector databasesRetrieval-augmented generationAgent frameworksPrompt engineering
Full Job Posting
What You'll Do
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.
Stay on the cutting edge of AI, keeping up with advancements in LLMs, retrieval-augmented generation (RAG), agent frameworks, and related technologies.
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.
Act like an owner - when you see a problem, you fix it. When you don’t know how, you figure it out. You drive work forward, proactively and with urgency.
Raise the bar and inspire those around you—bringing energy, passion, and an obsessive focus on quality and impact.
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