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Technical Support Engineer

Backend Developer • Remote • Vollzeit • 📍 Toronto

Technical support engineering role combining deep human expertise with autonomous agentic systems to redefine the standard of technical support at Sentry.

Responsibilities

  • Perform root-cause analysis on complex issues and distributed tracing gaps across polyglot environments
  • Act as a strategic consultant for senior engineers at the largest enterprise customers
  • Troubleshoot SDK implementations, digging deep into Sentry SDK source code
  • Serve as the feedback bridge between developers and product teams
  • Engineer deterministic support paths and build the knowledge base for support agents
  • Build agentic tooling using MCP (Model Context Protocol) and Sentry's internal APIs

Requirements

  • 4+ years of experience in technical support engineering, systems engineering, or software development
  • Strong coding foundations in Python, JavaScript, Java, or Ruby; comfortable reading SDK source code and identifying bugs
  • Deep understanding of distributed systems, microservices, and APIs
  • Practical familiarity with LLM orchestration (RAG, context windows, system prompts)
  • Exceptional communication: able to explain complex architecture to humans and write precise instructions for AI

Nice to have

  • Active open-source contributor / GitHub presence
  • Former software developer background

Soft skills

Full-stack troubleshooting mindsetEvidence-based, data-driven decision makingDeveloper advocacyAutomation-oriented, eliminates repetitive work

What we offer

  • CAD $100,000–$125,000 base salary range
  • Incentive compensation and equity grants
  • Paid time off
  • Group health insurance coverage

About the company

Sentry helps developers fix errors and performance issues before users even notice, letting teams spend less time firefighting and more time building. Trusted by more than 200,000 organizations, Sentry is today's application monitoring standard, and the team is now building its AI-native future. Sentry is also an open-source company, driven by the belief that everyone, everywhere should have the tools to build great software.

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