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Sentry3 days ago

Technical Support Engineer

Remote · Toronto, Ontario, Canada

Type
Full Time
Level
Mid Level
Education
Not Specified
Company size
Large

Job Summary

Technical Support Engineer at Sentry focused on building an Autonomous Resolution Engine by fusing deep debugging with AI-driven automation. You will engage with elite developers across GitHub, Discord, and internal systems, serving as the Technical Lead for Agentic Operations, ensuring context-rich, human-in-the-loop resolution paths for complex architectural questions. Responsibilities include root-cause analysis across polyglot environments, guiding senior enterprise customers through high-stakes challenges, troubleshooting SDK implementations, and providing an engineering feedback loop to product teams. Core skills include mastery of Python, JavaScript, Java, or Ruby; deep understanding of distributed systems, APIs, microservices; familiarity with AI/LLM orchestration (RAG, context windows, system prompts); strong communication to explain architectures and write precise system instructions for AI; and a passion for automating repetitive work and building scalable observability and automation solutions.

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Sentry

Technical Support Engineer

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