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.