Senior Software Engineer (Billing)

Company: Sentry

Location: Toronto, Ontario, Canada {{REMOTE}}

Type: Full-time

Posted: 2026-05-13

About this role

  • 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
  • The team works cross-functionally with product, engineering, BizOps, marketing, and sales to build systems that enable new products and pricing models
  • As a Senior Software Engineer, you will architect and scale the core systems that power Sentry’s billing infrastructure, ensuring accuracy and reliability at massive scale
  • You will collaborate on building the next generation of Sentry’s usage tracking pipeline, processing hundreds of billions of events daily with low latency and financial-grade accuracy
  • You will help design flexible pricing primitives that support everything from per-event usage billing to complex enterprise contracts, enabling product and sales teams to experiment rapidly while maintaining revenue accuracy and reduced time-to-market for new products
  • You will contribute to technical decisions on data consistency challenges unique to billing—like handling event delays, retroactive pricing changes, and distributed count reconciliation across our infrastructure

### 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- Operated services where reliability includes uptime and also financial correctness
  • Mentored engineers through ambiguous, high-stakes projects
  • Built or significantly improved systems that handle financial data or high-stakes accuracy requirements—billing systems, payment processing, accounting platforms, or fina...

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