About the role
About Sentry
Bad software is everywhere, and we’re tired of it. Sentry is on a mission to help developers write better software faster so we can get back to enjoying technology.
With more than $217 million in funding and 100,000+ organizations that believe we’re on to something, we're building performance and error monitoring tools that help companies like Disney, Microsoft, and Atlassian spend less time fixing bugs and more time building products.
Sentry embraces a hybrid work model across our global hubs, with Mondays, Tuesdays, and Thursdays set as in-office anchor days to encourage meaningful collaboration. If you like to selfishly build things that make your digital life better, come help us build the next generation of software monitoring tools.
About the role
At Sentry, support is an engineering discipline. Our customers are developers building the future of software, and they deserve answers that go deeper than a knowledge base link. We are redefining the standard of technical support by combining deep human expertise with advanced AI agents. We need you to not just solve complex technical issues, but to help us improve the systems that help us scale that expertise to millions of developers.
Sentry Support Engineers don't just clear queues; they are orchestrators. You will engage with our users across GitHub, Discord, and our support systems, investigate complex technical issues while also acting as the product owner for our AI Agents.
We’re looking for someone who is passionate about both customer experience and the cutting edge of Agentic Operations.
In this role you will
Master the Sentry Ecosystem
Become a Platform Expert: Develop deep authority on Sentry’s features to guide customers through complex debugging workflows
Resolve Technical Inquiries: Answer inbound support requests with a focus on teaching and enabling developers, not just closing tickets
Troubleshoot SDK Implementations: Go beyond the UI to help developers instrument Sentry’s SDKs within their specific codebases and frameworks
Manage Bugs & Escalations: Triage and reproduce product bugs, serving as the bridge between customers and our Engineering teams
Pioneer AI-First Support
Train our AI Agents: Manage the performance of our support bots (Triage, Billing, and Technical), ensuring they provide accurate, high-quality assistance
Curate "AI-Ready" Knowledge: Write and structure documentation specifically optimized for RAG (Retrieval-Augmented Generation), ensuring our AI can easily find and use the right information
Design Human-in-the-Loop Flows: Define the logic for when an AI should hand off to a human, ensuring context is preserved so customers never have to repeat themselves
Monitor & Refine: Review AI responses for accuracy or hallucinations, creating examples of "perfect answers" to continuously fine-tune the model’s performance
Handle Complex "Edge Cases": Step in as the expert for gray-area technical issues where AI reaches its limit
Drive Automation Strategy: Focus on solving problems at the source—building systems and content that resolve issues before a human ever needs to intervene
You’ll love this job if you
Are Tenacious: You’ll thrive here if complex, “this makes no sense” tickets energize you — and you don’t stop until you’ve traced the issue, found the signal in the noise, and driven it to resolution
Are a Developer Advocate: You have a passion for developer tools and want to guide the industry on how AI and Humans co-exist in a technical ecosystem
Are Results-Driven: You aren't satisfied with "closing tickets"—you want to build a system that scales infinitely
Are an AI Tinkerer: You can’t resist tr
Aplyr's read
Sentry empowers developers with real-time error tracking and performance monitoring, attracting tech professionals focused on enhancing software quality and efficiency.
What's promising
- •Sentry's platform helps developers quickly identify and resolve software errors, enhancing application performance.
- •The company is actively hiring across various technical roles, indicating growth and demand for its services.
- •Sentry's focus on real-time monitoring supports developers in delivering high-quality applications efficiently.
What to watch
- •The competitive landscape in application monitoring may challenge Sentry's market position.
- •Limited public information about Sentry's long-term financial stability and growth trajectory.
- •Potential for high-pressure environments due to the real-time nature of error tracking.
Why Sentry
- •Sentry offers detailed error tracking that is crucial for improving user experience in software applications.
- •The company supports a diverse range of roles, from engineering to technical program management.
- •Sentry's real-time monitoring capabilities set it apart in the application performance sector.
Aplyr’s read is generated by AI from public sources. Was it useful?
About Sentry
Sentry is an application monitoring platform that helps developers identify and fix errors in real-time, improving software performance and user experience. By providing detailed error tracking and performance monitoring, Sentry empowers teams to deliver high-quality applications more efficiently.
