Senior AI Engineer

About Rootly

About the Role

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.

What You'll Need

• 5+ backend engineering background - you’ve built and shipped complex, production-grade systems.
• Experience working with LLMs - you’ve built AI-powered applications, experimented with agents, and understand the nuances of prompt engineering, embeddings, and search.
• Deep familiarity with AI development frameworks - you know the current best practices and tools for building intelligent agents.
• Experience with AI system evaluation - you understand how to assess AI performance in production and refine models and workflows accordingly.
• Passionate about AI and reliability engineering - you stay up to date on the latest AI research, trends, and technologies.
• Bias for action; you move fast, ship fast, and optimize for high-velocity impact.
• Great taste - you don’t just build software; you craft experiences that feel polished and intuitive.
• Strong communication skills - you can explain complex technical concepts simply and effectively.
• Product instinct - you don’t just take tickets - you challenge ideas, see the bigger picture, and contribute to the end-to-end user journey.

Why Rootly?

• Competitive compensation and early equity in a fast-growing, venture-backed company.
• Comprehensive medical, dental, and vision coverage.
• 3 weeks of vacation, plus unlimited sick and mental health days, and a company-wide end-of-year shutdown to recharge.
• $500 stipend for home office setup.
• Unlimited token usage and access to AI tools
• A fast-moving, high-impact environment where your leadership and ideas directly shape the future of the company.