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Sentry

Technical Support Engineer

Sentry

Technical Support Engineer at Sentry supporting elite developers and resolving complex issues. Combining human expertise with automated systems for best-in-class technical support.

Posted 6/10/2026full-timeToronto • 🇨🇦 CanadaMid-LevelSenior💰 CA$100,000 - CA$125,000 per yearWebsite

Tech Stack

Tools & technologies
Distributed SystemsGoJavaJavaScriptMicroservicesPythonRuby

About the role

Key responsibilities & impact
  • Master the Sentry Ecosystem & Support Elite Developers
  • Deep-Dive Debugging: Perform root-cause analysis on complex issues and distributed tracing gaps across polyglot environments.
  • Support the Great Minds: Act as a strategic consultant for senior engineers at our largest enterprise customers
  • Troubleshoot SDK Implementations: Go deep into the source code of Sentry’s SDKs
  • Engineer Agentic Operations: Engineer the logic that powers our support agents
  • Knowledge Engineering: Build the right context into our systems so they can resolve issues consistently

Requirements

What you’ll need
  • 4+ years of experience in technical support engineering, systems engineering, or software development
  • Strong Coding Foundations: Mastery of Python, JavaScript, Java, or Ruby
  • 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)
  • Exceptional Communication: The ability to explain complex architectural concepts to a human and write precise 'system instructions' for an AI

Benefits

Comp & perks
  • incentive compensation
  • equity grants
  • paid time off
  • group health insurance coverage

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
PythonJavaScriptJavaRubydistributed systemsmicroservicesAPIsLLM orchestrationroot-cause analysisSDK troubleshooting
Soft Skills
exceptional communicationstrategic consulting