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Sentry Logo Sentry · IT - Software Development

Staff Software Engineer, Billing

Canada, Toronto 253000.00 - 316000.00 USD / Year · Job Posted February 18, 2026
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Job Description

As a Staff Software Engineer you will be a key technical leader, setting engineering culture and solving tough problems. The Billing & Revenue engineering team sits at the intersection of product, finance, and infrastructure. They're responsible for ensuring every observable event—errors, logs, traces, session replays—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.

Job Responsibility

  • Architect and build the next generation of Sentry’s usage tracking pipeline, processing hundreds of billions of events daily with low latency and financial-grade accuracy
  • Design flexible pricing primitives that support everything from per-event usage billing to complex enterprise contracts
  • Lead technical decisions on data consistency challenges unique to billing—like handling event delays, retroactive pricing changes, and distributed count reconciliation across our infrastructure
  • Establish billing-specific engineering standards across Sentry—defining patterns for usage tracking, financial data modeling, and audit logging that other teams can adopt

Requirements

  • Built or significantly improved systems that handle financial data or high-stakes accuracy requirements—billing systems, payment processing, accounting platforms, or financial data pipelines
  • Experience with data modeling — distilling complex business problems into elegant, maintainable schemas
  • Mentored engineers through ambiguous, high-stakes projects where technical decisions have direct revenue implications
  • Operated services at Sentry’s scale (millions of events per second) where reliability includes uptime and also financial correctness

What we offer

  • Offers Equity
  • Offers Bonus
  • incentive compensation
  • equity grants
  • paid time off
  • group health insurance coverage
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