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Staff Software Engineer (Issue Workflow)

Sentryabout 20 hours ago
Toronto, Ontario, Canada {{REMOTE}}
$253,000 - $316,000/yearly
Staff
Full-Time

Top Benefits

Competitive Compensation + Equity
401k Plan
Medical, Dental, Vision Insurance

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
  • Drive technical strategy and roadmap. Partner with engineering leadership, product, and design to shape the multi-quarter technical vision for Issue Workflow platform vision. 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 so the team can measure and improve
  • Mentor and elevate others. You’ve helped engineers grow their skills. You celebrate wins and learn from failures alongside your teammates

Benefits

  • Competitive Compensation + Equity
  • 401k Plan
  • Medical, Dental, Vision Insurance
  • Commuter Stipend
  • Professional Development Stipend
  • Health & Wellness Benefits
  • Charitable Matching Program
  • Flexible PTO
  • Paid Parental Leave- Have strong full-stack instincts. While this role is backend-heavy, you understand the entire system from data ingestion to what renders in the browser. You know enough about frontend performance, API design, and user experience to make good architectural decisions that consider the whole picture
  • Include and uplift others. You’ve helped engineers grow their skills in systems design, coding practices, and product thinking. You’re generous with knowledge and patient in explaining complex concepts. You celebrate wins and learn from failures alongside your teammates
  • Are product-minded and understand that great engineering serves users. You collaborate effectively with Product and Design, offering technical perspectives that shape better products. You can explain technical constraints in user-centric terms. You get excited about making developers’ lives better, not just solving technical puzzles
  • Are a distributed systems engineer who understands the realities of high-scale architectures. You know about eventual consistency, partitioning strategies, caching layers, and query optimization. You’ve debugged enough systems at scale that you now know to design for failure and build systems that degrade gracefully
  • 10+ years in full-stack software engineering, ideally Python and Typescript
  • Expertise in domain modeling, distributed systems, data stores, message queues
  • Excellent written and verbal communication skills
  • Experience with PostgreSQL, ClickHouse, and Kafka is preferred

About Sentry

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