Staff Software Engineer, Sentry
Billing
CA$253-316k
+ Equity and bonus
More information about location
Error tracking and app monitoring software
Open for applications
Error tracking and app monitoring software
201-500 employees
Open for applications
CA$253-316k
+ Equity and bonus
More information about location
201-500 employees
Company mission
To empower developer teams to build their best possible software, more quickly and easily.
Role
Who you are
- 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
- You've 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
- Not sure if you meet 100% of the qualifications? We encourage you to apply anyway. We're interested in people are excited about this opportunity and eager to grow
What the job involves
- 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 Staff Software Engineer you will be a key technical leader, setting engineering culture and solving tough problems
- You will 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
- You will 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 lead technical decisions on data consistency challenges unique to billing—like handling event delays, retroactive pricing changes, and distributed count reconciliation across our infrastructure
- You will establish billing-specific engineering standards across Sentry—defining patterns for usage tracking, financial data modeling, and audit logging that other teams can adopt
Our take
Defective software leads to dissatisfied users, disruptions and potential financial losses for companies. Sentry has created application monitoring and error tracking software to help developers fix errors faster, easier and more cost effectively.
More than 1 million developers and 70,000 organisations worldwide, including the likes of Microsoft, Disney, Atlassian, Cloudflare and Slack, have used Sentry to monitor their code health. The company is well-positioned for significant growth. There is an emerging need for solutions that address holistic application health. As more companies focus on digital to engage with their customers, the reliability of their applications is essential.
The global bug-tracking software market is expected to reach over $600 million by 2026 with an annual growth rate of almost 10%. Further, the company opened another office in Denver in early 2023, expanding its regional presence, as it continues to broaden its market presence.
Freddie
Company Specialist at Welcome to the Jungle
Insights
28% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
May 2022
$90m
SERIES E
Feb 2021
$60m
SERIES D
Total funding: $216.5m
Company 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
Company HQ
Financial District, San Francisco, CA
Leadership
David Cramer
(Co-Founder & CPO)They started their career as a Software Engineer at Curse, before roles at Enthropia, Disqus, and Dropbox. Having co-founded Sentry in January 2012, they left Dropbox in 2015.
Chris Jennings
(Co-Founder & Chief Creative Officer)They have been a Frontend Developer at AgencyTen, Director of Design and UX at Disqus and most recently a Product Designer at GitHub.
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