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Active1d ago

Senior Technical Support Engineer

Sentry·📍 Toronto, Ontario, Canada

Employment

FULL TIME

Work mode

Remote

Experience

SENIOR LEVEL

Salary

$125K – $150K/yr

Role overview

Job description

About Sentry Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building. Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future. About the Role At Sentry, Support is an engineering discipline. Our customers are the greatest technical minds in the world—developers at elite enterprises building the future of software—and they deserve answers that go deeper than a knowledge base link. We are architecting the Technical Support engine . We’re looking for a veteran engineer to help us redefine the standard of technical support by combining deep human expertise with autonomous agentic systems. You are a debugger of both code and systems. You will treat support volume as a data si

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What they are looking for

Skills & requirements

Qualification

Qualifications 5–8+ years of experience in technical support engineering, systems engineering, or software development, with a track record of solving high-complexity SaaS problems; AI & Automation Literacy: Practical familiarity with LLM orchestration (RAG, context windows, system prompts) and a critical eye for where AI succeeds versus where it requires human intervention

Department · Support

Sentry logo

Hiring company

Sentry

Technology

Application performance monitoring for developers & software teams to see errors clearer, solve issues faster & continue learning continuously. Get started at sentry.io.

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