Copy of Senior Software Engineer, Billing Platform

SentryToronto, ON
CA$200,000 - CA$295,000

About The Position

Sentry is seeking a Senior Software Engineer to join their Billing Platform team. This role is responsible for architecting and scaling the core systems that power Sentry's billing infrastructure, ensuring accuracy and reliability at massive scale. The engineer 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. They will also help design flexible pricing primitives to support various billing models and contribute to technical decisions regarding data consistency challenges unique to billing. The Billing team operates at the intersection of product, finance, and infrastructure, ensuring accurate measurement, pricing, and billing of all observable events. Their work directly impacts company revenue and customer trust. The team collaborates cross-functionally with product, engineering, BizOps, marketing, and sales to build systems that enable new products and pricing models.

Requirements

  • Built or significantly improved systems with high-stakes accuracy requirements.
  • Mentored engineers through ambiguous, high-stakes projects.
  • Operated services where reliability includes uptime and also financial correctness.

Nice To Haves

  • Want to solve the "easy to explain, hard to build" problems—like ensuring a customer's bill matches their usage perfectly, even when processing hundreds of billions of events daily across distributed systems.
  • Thrive on constraints that force elegant design: financial accuracy is non-negotiable, customer trust depends on billing transparency, and the system must scale with Sentry's user and product growth without rearchitecting every year.
  • Enjoy partnering across the organization—from BizOps and sales to marketing and leadership—where your code directly impacts ARR and your architectural decisions show up in board-level metrics.

Responsibilities

  • Architect and scale the core systems that power Sentry's billing infrastructure, ensuring accuracy and reliability at massive scale.
  • 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.
  • 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.
  • 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.
  • Mentor engineers through ambiguous, high-stakes projects.
  • Operate services where reliability includes uptime and also financial correctness.

Benefits

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