Technical Support Engineer

Sentry·Toronto, Ontario, Canada·Remote·Posted 10 June 2026

Apply with a tailored CV View on Sentry's site

About the role

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…

This is a summary of the advert. The full description and the application are on Sentry's careers site.

Apply faster with Prepper

A version of your CV tailored to this Technical Support Engineer role.
A cover letter written from your CV and this advert.
Prepper can fill in Sentry's application form and send it once you approve.
The application saved in your tracker, with reminders to follow up.

Start free

More roles at Sentry

Prepper is independent and not affiliated with Sentry. Roles are listed from the employer's public careers system and removed when they close.