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Technical Support Engineer

Sentry - Toronto, Ontario, Canada, Toronto, Ontario, Canada

Posted Jun 10, 2026

Benefits

Parental leave
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Non-birth-parent leave
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Family-building benefits
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  • Adoption assistance: Not verified
  • Surrogacy assistance: Not verified
Mental health support
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Relocation assistance
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Childcare support
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Learning budget
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Market context

Median wage (BLS OEWS)
$111,944 national median
Projected growth (BLS Employment Projections)
+13.7% - Much faster than average

Matched to SOC 15-1252 - Data and ML aggregate by role bucket.

Source: U.S. Bureau of Labor Statistics, OEWS, May 2024 and Employment Projections, 2024-2034.

Schedule

Shift type
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Weekend work
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Application

Cover letter
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Assessment
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Deadline
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Where they hire

State eligibility is not yet verified.

About this role

Technical Support Engineer Toronto, Ontario, Canada, Toronto, Ontario, Canada 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 signal to build automated resolution paths, ensuring our human engineers only touch the most complex, high-impact architectural puzzles. Sentry Support Engineers aren't just clearing queues; they are Orchestrators . You will engage with our users across GitHub, Discord, and our internal systems, while acting as the Technical Lead for our Agentic Ops. You ensure that when a developer asks a complex question, our systems have the right context and a seamless "Human-in-the-Loop" path to you when deep, nuanced expertise is required. In this role you will Master the Sentry Ecosystem & Support Elite Developers - Deep-Dive Debugging: Perform root-cause analysis

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