Staff Software Engineer, Issues

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 Issue Workflow is Sentry's primary product surface. Our issue platform processes billions events daily and turns them into actionable insights that help millions of developers fix bugs faster. As a Staff Software Engineer on the Issue Workflow team, you'll architect the systems that power this experience. You'll work at the intersection of high-scale distributed systems and product engineering, building real-time data pipelines, search backends, and analysis systems that surface signal from noise. This is product engineering at massive scale—where every architectural decision impacts millions of debugging sessions. You'll be the technical leader who shapes how Sentry groups issues, how we make search lightning-fast, how we enable sophisticated agentic workflows, and how we ensure that the product is performant even at billions-of-events scale. Your work will define what's possible for the most trafficked part of Sentry's platform. In this role you will Drive technical strategy and roadmap. Partner with engineering leadership, product, and design to shape the multi-quarter technical vision for Issue Workflow platform. Make strategic calls about architectural direction, technology choices, and technical debt. Ensure the team is building a strong foundation to scale with Sentry's growth. Solve complex performance and scalability challenges. Champion product quality and user experience. Build features that don't just work—they delight. You understand that milliseconds matter in the developer experience. You sweat the details of interfaces, error messages, loading states, and edge cases. You instrument everything s

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 A strong and reliable platform is essential to scaling Sentry for the future. Our Platform organization is responsible for everything that powers Sentry—from cloud infrastructure and streaming systems to storage, deployment, and security. We own the core services and technical foundations that enable every product and engineering team at Sentry to move fast and build with confidence. We're looking for a passionate and pragmatic Senior Staff Software Engineer to help lead this evolution. In this role, you’ll report directly to the VP of Engineering and collaborate with teams across the company to shape the future of Sentry’s platform. What You’ll Do Architect the future of Sentry by translating business needs and product strategy into clear, scalable technical blueprints. Partner with product and engineering leaders to align technical roadmaps with company goals. Lead cross-cutting initiatives across the Platform org—owning them end-to-end and driving meaningful outcomes. Promote engineering excellence by mentoring platform engineers, sharing best practices, and setting high standards for system design, scalability, and operational quality. Review major architectural proposals and help ensure consistency, maintainability, and long-term technical health across the company. You’ll Love This Job If You... Enjoy designing and building platforms that help teams move faster and scale safely. Thrive on solving complex, multi-dimensional problems across product, infrastructure, and organizational layers. Want to make architectural decisions that shape Sentry’s long-term success. Bring new ideas, tools, and frameworks t

About the Team ChatGPT is a rapidly evolving system: new capabilities ship continuously, product surfaces change quickly, and usage patterns shift week-to-week. Supporting that pace requires infrastructure that can handle real production constraints—high concurrency, unpredictable traffic patterns, complex dependency graphs, and frequent change. The ChatGPT Infrastructure team builds and operates the platforms that enable fast iteration without compromising performance or reliability. We design shared systems, data paths, rollout mechanisms, and reliability guardrails that teams rely on to ship changes to ChatGPT at scale. We focus on high-leverage infrastructure: primitives and “golden paths” that incorporate operational lessons as defaults, so engineers don’t need to rediscover failure modes, latency pitfalls, or integration issues each time they build something new. About the Role We’re hiring Senior and Staff Engineers to design and build infrastructure systems that underlie ChatGPT and multiply the effectiveness of teams building user experiences. This is not a support-only role. It’s a platform-building role: you’ll define interfaces, develop core abstractions, and create tooling to make safe, fast iteration the norm. Your work will reduce friction, prevent regressions, improve performance, and ensure systems scale gracefully as the product grows. Where You Can Have Impact You might work on one or more of the following areas (without being restricted to any single area): Platform foundations & frameworks: Core libraries, service frameworks, and shared components that standardize system building, integration, and evolution. Scalability & performance primitives: Patterns and infrastructure that reduce tail latency, improve throughput, and keep costs predictable as demand increases. Reliability guardrails: Mechanisms that prevent outages by design—rate limiting, load shedding, dependency isolation, backpressure, safe fallbacks, and robust regression contr

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 As a Staff Machine Learning Engineer on Sentry’s AI/ML team, you’ll be directly responsible for developing the models and agents used to make our product smarter and more capable. This role is crucial; you will be at the forefront of integrating AI and machine learning into our core products, from issue triage and resolution to predictive analytics for application performance monitoring. Your work will help companies around the globe gain actionable insights into their software, enabling them to build better products, faster. In this role you will Build state-of-the-art agentic AI systems to triage, debug, and solve real production issues Leverage Sentry’s novel (and massive) dataset of errors, spans, and profiles Own the development of major initiatives in the AI/ML space You'll love this job if you Are driven by impact and enjoy working on high-stakes, high-visibility projects Enjoy building things. You will have the opportunity to join the AI/ML team as one of its foundational members Thrive in cross-functional teams and enjoy building features alongside developers and product teams Qualifications Minimum 4+ years of professional experience with a MS/PhD degree in computer science, machine learning, or a related field Minimum 6+ years of professional experience with Bachelor’s degree in computer science, machine learning, or a related field Demonstrated expertise building production-grade agentic systems and tools You are comfortable writing production quality code (we use Python) Expertise with deep learning frameworks (we use PyTorch) Familiarity in deploying machine learning models at scale in production

About the Team The Consumer Devices team at OpenAI builds end-to-end hardware and software systems that bring AI into the physical world. We work at the intersection of custom silicon, embedded systems, operating systems, cloud services, mechanical engineering, electrical engineering, and product design to deliver reliable, production-ready devices at scale. Within Consumer Devices, Hardware Engineering eXperience, or HEX, is a new bootstrapped team building the environments, applications, compute, product-data systems, and workflows that let hardware engineers do their work without needing to troubleshoot the machinery underneath. HEX owns virtual engineering environments, HPC/GPU compute, storage, networking, licensing, MCAD/ECAD/CAE applications, PLM, product data, automation, validation, and support as one connected system. About the Role As a Staff PLM & Engineering Applications Engineer, you will be one of the first technical builders of HEX and the primary counterpart to the HEX lead. You will own the engineering-application and product-data side of the hardware engineering experience, with an initial focus on NX, Teamcenter, licensing, parts import, integrations, packaging, validation, and user workflows. This is not a traditional Teamcenter administration role and not a Corporate IT application-support role. You will take complex, fragile workflows and turn them into reliable engineering systems. This role is highly hands-on and systems-oriented. You will not inherit a mature environment and support queue. You will help build a fresh one, replacing manual setup guides, tribal knowledge, repeated support issues, and team handoffs with tested automation and reliable workflows. In This Role, You Will Own the technical architecture, deployment, configuration, integration, validation, and long-term operation of NX and Teamcenter. Build reliable workflows for parts import, product-data migration, metadata quality, BOMs, revisions, lifecycle states, and releas

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 team The Billing team sits at the intersection of product, finance, and infrastructure. They're responsible for ensuring every observable event—errors, logs, traces, tokens—gets accurately measured, priced, and billed. Their work directly impacts company revenue and customer trust, requiring distributed systems expertise, attention to financial accuracy, and deep understanding of product usage patterns. The team works cross-functionally with product, engineering, BizOps, marketing, and sales to build systems that enable new products and pricing models. As an Engineering Manager, you’ll lead a team of engineers owning critical workflows such as checkout and invoicing, while also developing new features to help customers manage their spend growth. In this role, you’ll partner across the organization to ensure our customers redeem everything Sentry has to offer and budget for future expansion. In this role you will Strategic Planning & Roadmap: Define and drive the team's roadmap. Align team goals with organizational objectives and contribute to the overall platform strategy. Technical Guidance & Operational Excellence: Provide technical leadership and guidance on complex distributed systems and design. Ensure the team is proactively identifying areas for improvement. Cross-functional Collaboration: Partner closely with business and technical teams to translate business goals into actionable objectives and scalable solutions. Team Leadership & Development: Lead, mentor, and grow a team of talented engineers, including Staff-level engineers. Build a culture of technical excellence, collaboration, continuous