Sentry

Senior Technical Support Engineer

Toronto, Ontario, Canada, Remote. Posted a month ago

The role

You will perform root-cause analysis on complex issues and engineer autonomous support paths using agentic systems. You will act as a strategic consultant for enterprise customers and build tooling to automate resolutions.

What you will do

  • Perform root-cause analysis on complex issues and distributed tracing gaps.
  • Act as a strategic consultant for senior engineers at large enterprise customers.
  • Troubleshoot SDK implementations by reading source code.
  • Serve as a bridge between developers and product teams to prioritize platform fixes.
  • Engineer the logic that powers support agents for autonomous resolutions.
  • Build context into systems for consistent issue resolution.
  • Use MCP and internal APIs to build skills for agents.
  • Apply the Seer philosophy to the support lifecycle.

Required qualifications

  • 5–8+ years of experience in technical support engineering, systems engineering, or software development.
  • Track record of solving high-complexity SaaS problems.
  • Mastery of Python, JavaScript, Java, or Ruby.
  • Ability to read SDK source code and identify bugs in production-level repositories.
  • Deep understanding of distributed systems, microservices, and APIs.
  • Practical familiarity with LLM orchestration (RAG, context windows, system prompts).
  • Ability to explain complex architectural concepts to a human.
  • Ability to write precise system instructions for an AI.

Nice to have

  • Open Source Contributor: An active presence on GitHub or experience maintaining open-source libraries.
  • Former Software Developer: Spent time as a full-time dev.

Benefits

  • Incentive compensation
  • Equity grants
  • Paid time off
  • Group health insurance coverage

About the company

Sentry helps developers fix errors and performance issues. It is an application monitoring standard trusted by 200,000+ organizations.

Senior Technical Support Engineer at Sentry | JobZoey