---
title: 'Senior Software Engineer, Billing Platform at Sentry'
canonical: 'https://feeny.ai/job/senior-software-engineer-billing-platform-sentry-toronto-2kn2qxr50eap'
type: 'job'
last_seen: '2026-09-04'
---

# Senior Software Engineer, Billing Platform at Sentry

- **Company:** Sentry
- **Location:** Toronto, Canada
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-08-28
- **Last confirmed live:** 2026-09-04
- **Apply:** https://jobs.ashbyhq.com/sentry/26c3535f-fcaa-4419-8272-43faa00582f1

## Job description

## ABOUT SENTRY

Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building.

Trusted by 200,000+ organizations, Sentry is today’s application monitoring standard and our team is building its AI-native future.

## ABOUT THE TEAM

The Billing team sits at the intersection of product, finance, and infrastructure. They're responsible for ensuring every observable event—errors, logs, traces, tokens—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.

## ABOUT THE ROLE

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.

## YOU'LL LOVE THIS JOB IF YOU

- 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.

## TO THRIVE IN THIS ROLE, YOU HAVE

- 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.

The base salary range (or hourly wage range, if applicable) that Sentry reasonably expects to pay for this position is $162,000 to $420,000 CAD. A successful candidate’s actual base salary (or hourly wage) amount will be determined by a variety of relevant factors including, without limitation, the candidate’s work location, education, work and other relevant experience, skills, and job-related knowledge. A successful candidate will be eligible to participate in Sentry’s employee benefit plans/programs applicable to the candidate’s position (including incentive compensation, equity grants, paid time off, and group health insurance coverage). See Sentry Benefits https://sentry.io/careers/ for more details about the Company’s benefit plans/programs.

## EQUAL OPPORTUNITY AT SENTRY

Sentry is committed to providing equal employment opportunities to its employees and candidates for employment regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, or other legally-protected characteristic. This commitment includes the provision of reasonable accommodations to employees and candidates for employment with physical or mental disabilities who require such accommodations in order to (a) perform the essential functions of their jobs, or (b) seek employment with Sentry. We strive to build a diverse team, with an inclusive culture where every teammate can thrive. Sentry is an open-source company because we believe that everyone, everywhere, should have the ability and tools to make great software. Software should be accessible. That starts with making our industry accessible.

If you need assistance or an accommodation due to a disability, you may contact us at accommodations@sentry.io.

Want to learn more about how Sentry handles applicant data? Get the details in our Applicant Privacy Policy https://sentry.io/careers/applicantprivacy/.

## About Sentry

## Company Overview
- **One-liner**: Sentry is the leading application performance monitoring and error-tracking platform that helps developers diagnose, fix, and optimize code in real-time.
- **Entity Type**: Private (Series E)
- **Headquarters**: San Francisco, California, USA
- **Founded**: 2012
- **Founders**: David Cramer, Chris Jennings

## Core Business
- **Primary industry**: Application Performance Monitoring (APM) and Error Tracking Software
- **Target customers**: B2B; developers and engineering teams at organizations of all sizes, from startups to large enterprises (200K+ organizations)
- **Mission or purpose**: To give every developer the tools to build better software, faster, by making debugging and performance monitoring accessible and indispensable.

## Products & Services
- **Sentry Error Tracking**: The core product — real-time error monitoring that captures, aggregates, and surfaces software bugs across 100+ coding languages and frameworks. [sentry.io](https://sentry.io/welcome/)
- **Sentry Performance Monitoring**: Traces slow transactions, API calls, and database queries to help developers optimize application speed and reliability. [sentry.io](https://sentry.io/welcome/)
- **Sentry Session Replay**: Video-like replays of user sessions to see exactly what happened before, during, and after an error. [sentry.io](https://sentry.io/welcome/)
- **Sentry Profiling**: Continuous code profiling to identify performance bottlenecks at the function level. [sentry.io](https://sentry.io/welcome/)
- **Sentry Crash Reporting (Cocoa/Android)**: Native SDKs for mobile error tracking and performance monitoring. [sentry.io](https://sentry.io/welcome/)
- **Seer (AI Debugging Agent)**: An AI-powered tool that uses Sentry context (logs, commits, traces) to automatically root-cause issues and generate merge-ready patches. [sentry.io](https://sentry.io/welcome/)
- **Sentry MCP Server**: Integrates with coding agents to bring full debugging context directly into the developer's workflow. [sentry.io](https://sentry.io/welcome/)

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed (last known funding round was $217M total raised)
- **Key Metric**: $217M total funding raised across 6 rounds; processes 190B+ events daily; serves 200K+ customers and 4M+ total users across 146 countries [sentry.io](https://sentry.io/about/)
- **Notable Investors/Partners**: Backed by prominent venture capital firms (specific names not listed on the about page, but the company has raised significant capital). Key integrations include GitHub, Slack, Jira, and Linear. [sentry.io](https://sentry.io/welcome/)
- **Growth Signals**: Acquired Codecov in December 2022 to expand into code coverage; processes 790B+ events per month; has 200+ employees across offices in San Francisco, Vienna, Toronto, Amsterdam, New York, and Sydney. [sentry.io](https://sentry.io/about/)

## Competitive Advantages
- **Developer-First DNA**: Built by developers for developers, with an open-source heritage that fosters deep trust and community adoption.
- **Unified Observability Platform**: Uniquely connects errors, logs, session replays, traces, profiles, and metrics under a single trace ID, providing end-to-end context that competitors like Datadog or New Relic offer as separate products.
- **AI-Native Debugging**: Seer, the AI debugger, goes beyond simple alerting to automatically root-cause issues and generate patches, a significant moat in the AI-assisted development space.
- **Massive Scale & Community**: Loved by millions of developers and 200K organizations, with 190B+ events processed daily, creating a powerful network effect and data advantage for AI models. [sentry.io](https://sentry.io/about/)

## Strategic Focus
- **AI-Powered Developer Tools**: Deep investment in AI (Seer, AI code review, AI evals) to move from passive monitoring to proactive debugging and automated fixing.
- **Unified Observability**: Continuing to break down silos between errors, performance, logs, and replays into a single, trace-connected experience.
- **Platform Expansion**: Growing beyond error tracking into a full-stack observability and developer productivity platform, including code coverage (via Codecov acquisition) and AI-assisted development.
- **Enterprise Scale**: Building out capabilities for large organizations (enterprise product marketing, solutions engineering, security compliance) while maintaining a strong developer experience.

## Why Work Here
- **Culture & Values**: Emphasizes "pixels matter" (attention to detail), constructive feedback, iteration, and valuing people from diverse backgrounds. The culture is described as relatively small, fast-growing, and highly influential. [sentry.io](https://sentry.io/careers/)
- **Remote/Hybrid Policy**: Offers roles across multiple global offices (San Francisco, Toronto, Vienna, Amsterdam, New York, Sydney) with a mix of in-office and remote positions. The careers page lists specific locations for each role. [sentry.io](https://sentry.io/careers/)
- **Notable Perks**: Competitive compensation + equity, flexible PTO, paid parental leave, medical/dental/vision insurance, 401k plan (US), commuter benefits, professional development stipend, charitable matching program, and a well-stocked office (including "a minimum of six different brands of sparkling water"). [sentry.io](https://sentry.io/careers/)
- **Engineering Culture**: High ownership and autonomy; engineers influence product, brand, and culture. The company is known for shipping high-quality code and has a strong open-source ethos. [sentry.io](https://sentry.io/careers/)
- **Diversity & Inclusion**: Committed to equal employment opportunity and providing reasonable accommodations. Explicitly states that software should be accessible, starting with making the industry accessible. [sentry.io](https://sentry.io/careers/)

## Sources
1. [sentry.io](https://sentry.io/about/)
2. [sentry.io](https://sentry.io/careers/)
3. [sentry.io](https://sentry.io/welcome/)
4. [jobs.ashbyhq.com](https://jobs.ashbyhq.com/sentry)
5. [greatplacetowork.com](https://www.greatplacetowork.com/certified-company/7024898)

## Other roles at Sentry

- [Senior Solutions Engineer](https://feeny.ai/job/senior-solutions-engineer-sentry-san-francisco-b8fa4rxdh0ag) — San Francisco, CA
- [FP&A Manager](https://feeny.ai/job/fp-a-manager-sentry-san-francisco-k6qn5ge3jyy3) — San Francisco, CA
- [Technical Enablement Director](https://feeny.ai/job/technical-enablement-director-sentry-san-francisco-rvn7817a3hxk) — San Francisco, CA
- [Senior Software Engineer, Billing Platform](https://feeny.ai/job/senior-software-engineer-billing-platform-sentry-san-francisco-35hm5tbwwewd) — San Francisco, CA
- [Engineering Manager, Billing Platform](https://feeny.ai/job/engineering-manager-billing-platform-sentry-san-francisco-fzwmxztfbnhs) — San Francisco, CA
- [Editorial Lead](https://feeny.ai/job/editorial-lead-sentry-san-francisco-v1p3tcw5ttpp) — San Francisco, CA
- [Security Engineer, Detection & Response](https://feeny.ai/job/security-engineer-detection-response-sentry-toronto-xbdqh1wvzf81) — Toronto, Canada
- [Security Engineer, Detection & Response](https://feeny.ai/job/security-engineer-detection-response-sentry-san-francisco-akcbgkdens1q) — San Francisco, CA
- [Security Engineer, Application Security](https://feeny.ai/job/security-engineer-application-security-sentry-toronto-8g9ebjfvg9k5) — Toronto, Canada
- [Security Engineer, Application Security](https://feeny.ai/job/security-engineer-application-security-sentry-san-francisco-kem9w11bkepd) — San Francisco, CA