Senior Software Engineer, Billing Platform

at Sentry

📍 Toronto, Canada

CAD 200,000-295,000 per year

SENIOR

✅ Hybrid

Tech Stack
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1-2 — basic awareness. Minimal hands-on experience, and a rudimentary understanding of the technology's purpose;

3-6 — daily use. Comfortable and regular usage, capable of handling common tasks and challenges related to the technology;

7-9 — you are an expert, you can teach others, you know all the pitfalls and tricks;

10 — exceptional knowledge, comprehensive understanding, and adeptness in all aspects of the technology, including advanced problem-solving. Think twice before claiming or demanding such level.

AI Distributed Systems @ 7 Experimentation Marketing Sentry

Details

About Sentry

Sentry helps developers fix errors and performance issues before users notice. Trusted by more than 200,000 organizations, Sentry is building an AI-native future for application monitoring.

About the Team

The Billing team works at the intersection of product, finance, and infrastructure. It ensures that observable events—including errors, logs, traces, and tokens—are accurately measured, priced, and billed. The team builds systems that support new products and pricing models while maintaining financial accuracy and customer trust. It works cross-functionally with product, engineering, BizOps, marketing, and sales.

Responsibilities

Architect and scale the core systems powering Sentry's billing infrastructure.
Help 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 supporting per-event usage billing and complex enterprise contracts.
Contribute to technical decisions involving billing data consistency, event delays, retroactive pricing changes, and distributed count reconciliation.
Collaborate across the organization on systems that support product experimentation, revenue accuracy, and reduced time to market for new products.
Mentor engineers through ambiguous, high-stakes projects.

Requirements

Experience building or significantly improving systems with high-stakes accuracy requirements.
Experience operating reliable services where reliability includes both uptime and financial correctness.
Strong distributed systems expertise and an understanding of product usage patterns.
Ability to design systems that scale across distributed infrastructure while maintaining financial accuracy.
Strong cross-functional collaboration skills.