engineering
Posted 15 hours agoTechnical Support Engineer
at Sentry
Toronto, CanadaRemote
Responsibilities
- Engineer Agentic Operations (The Scaling Engine) - Deterministic Support Paths: Engineer the logic that powers our support agents, moving beyond probabilistic guesses to high-fidelity, autonomous resolutions.
Requirements
- Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future.
- You are a debugger of both code and systems.
- You will engage with our users across GitHub, Discord, and our internal systems, while acting as the Technical Lead for our Agentic Ops.
- IN THIS ROLE YOU WILL Master the Sentry Ecosystem & Support Elite Developers - Deep-Dive Debugging: Perform root-cause analysis on complex issues and distributed tracing gaps across polyglot environments.
- - The Seer Philosophy: We’ve already proven AI can handle autonomous production fixes with Seer.
- - You’re a Full-Stack Troubleshooter: You enjoy jumping from a React frontend issue to a Python backend trace to a CI/CD pipeline failure in a single afternoon - You Value Evidence-Based Support: You prefer looking at data trends over anecdotal evidence to decide where to build automation next.
- - You’re a Developer Advocate: You want to guide the industry on how elite engineers and AI co-exist in a high-density technical ecosystem.
- experience in technical support engineering, systems engineering, or software development, with a track record of solving high-complexity SaaS problems. - Strong Coding Foundations: Mastery of Python, JavaScript, Java, or Ruby.
- You are comfortable reading SDK source code and identifying bugs in production-level repositories.
- - Systems Depth: Deep understanding of distributed systems, microservices, APIs, and the "path of a pixel" from frontend to database.
- - AI & Automation Literacy: Practical familiarity with LLM orchestration (RAG, context windows, system prompts) and a critical eye for where AI succeeds versus where it requires human intervention.
- - Exceptional Communication: The ability to explain complex architectural concepts to a human and write precise "system instructions" for an AI. BONUS
- QUALIFICATIONS - Open Source Contributor: An active presence on GitHub or
- experience maintaining open-source libraries. - Former Software Developer: You’ve spent time in the trenches as a full-time dev and know exactly what keeps our customers up at night.