Copy of Senior Software Engineer, Billing Platform
Senior Software Engineer · Senior · Full Time
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Role
What you'll do.
Senior Software Engineer role at Sentry focused on architecting and scaling the billing platform infrastructure. You'll design systems processing hundreds of billions of events daily with financial-grade accuracy, build flexible pricing primitives supporting complex enterprise contracts, and solve distributed systems challenges unique to billing operations. This position requires deep expertise in high-accuracy systems, mentoring capabilities, and cross-functional collaboration with product, finance, and infrastructure teams.
Responsibilities
- Architect and Scale Billing Infrastructure: Design, build, and maintain core systems that power Sentry's billing platform, ensuring accuracy and reliability while processing hundreds of billions of events daily with low-latency performance and financial-grade correctness at massive scale.
- Build Next-Generation Usage Tracking Pipeline: Collaborate on developing the next generation of Sentry's usage tracking infrastructure that handles hundreds of billions of events daily, implementing systems that maintain both low latency and financial-grade accuracy for billing operations.
- Design Flexible Pricing Primitives: Engineer extensible pricing systems that support diverse billing models from per-event usage billing to complex enterprise contracts, enabling rapid product and sales experimentation while maintaining revenue accuracy and reduced time-to-market for new offerings.
- Solve Distributed Systems Data Consistency Challenges: Contribute technical expertise to address billing-specific data consistency problems including event delay handling, retroactive pricing changes, and distributed count reconciliation across infrastructure to ensure billing accuracy and customer trust.
- Cross-Functional Technical Leadership: Collaborate with product, engineering, BizOps, marketing, sales, and leadership teams to translate business requirements into technical architecture decisions that directly impact annual recurring revenue (ARR) and influence board-level company metrics.
- Mentor Engineers on Complex Projects: Guide and mentor engineering team members through ambiguous, high-stakes projects involving financial accuracy requirements, building team capability in billing systems and distributed systems architecture.
- Ensure Financial Correctness and Operational Reliability: Operate and maintain services where reliability encompasses both uptime and financial correctness, ensuring customer bills match usage perfectly even when processing massive event volumes across distributed infrastructure.
Qualifications
What we look for.
Technical
Distributed Systems Architecture
Demonstrated expertise designing and building distributed systems at scale, particularly experience with handling consistency challenges, event processing pipelines, and reconciliation across infrastructure.
High-Accuracy Financial Systems
Experience building or significantly improving systems with high-stakes accuracy requirements where financial correctness is non-negotiable and directly impacts customer trust and company revenue.
Large-Scale Data Processing
Proven ability to architect systems processing massive event volumes with low-latency performance, including usage metering, event tracking, or similar high-throughput data pipeline experience.
Cloud Infrastructure and Scalability
Experience operating and scaling services in cloud environments, managing infrastructure that grows with user base and product expansion without requiring annual rearchitecting.
Database Design and Optimization
Strong foundation in database selection, schema design, and query optimization for systems requiring both consistency guarantees and high throughput at scale.
Education
Bachelor's Degree in Computer Science or Related Field
Formal education in Computer Science, Software Engineering, or closely related discipline, or equivalent professional experience demonstrating mastery of computer science fundamentals.
Experience
Senior Software Engineering Experience
Minimum 5+ years of software engineering experience with at least 2-3 years in senior-level roles involving architectural decisions and technical leadership on complex systems.
Billing or Metering Systems
Experience building or significantly improving billing, usage metering, or related revenue-impacting systems where accuracy and reliability are critical and errors have direct financial consequences.
Team Mentorship and Technical Leadership
Demonstrated track record mentoring engineers through ambiguous, high-stakes projects and making technical decisions that impact organizational metrics and cross-functional initiatives.
Production Systems Operations
Experience operating production services where reliability encompasses both system uptime and business-critical accuracy (financial, compliance, or audit correctness).
Skills
Required
Distributed Systems Design
Advanced capability in designing distributed systems, handling eventual consistency, managing state across multiple services, and solving coordination problems at scale.
Backend Systems Architecture
Expert-level ability to architect backend systems that scale from millions to billions of requests, making technology choices that balance correctness, performance, and operational burden.
Data Pipeline Architecture
Deep expertise designing and maintaining high-throughput, low-latency data pipelines that process massive event volumes while maintaining accuracy and supporting complex transformations.
Financial Systems Knowledge
Understanding of billing, revenue recognition, pricing models, and the unique operational challenges of systems where financial accuracy is non-negotiable and errors have direct business impact.
Software Design and System Thinking
Ability to design elegant solutions under constraints, think through edge cases in complex systems, and make architectural decisions that balance multiple competing priorities.
Technical Leadership and Communication
Strong ability to lead technical discussions, mentor other engineers, make architectural decisions collaboratively, and communicate complex technical concepts to non-technical stakeholders.
Preferred
Open Source Contribution
Nice to haveActive participation in open-source projects, particularly those related to observability, monitoring, or infrastructure, demonstrating commitment to building accessible developer tooling.
SaaS and Multi-tenant Systems
Nice to haveExperience building multi-tenant SaaS platforms with complex pricing models, handling customer-specific configurations, and managing billing at scale across diverse customer profiles.
Observability Platform Experience
Nice to haveBackground working on observability, monitoring, or APM platforms where understanding telemetry data, traces, logs, and events is crucial to system design and business model.
Enterprise Contract Negotiation Awareness
Nice to haveUnderstanding of how complex enterprise contracts, seat-based pricing, volume discounts, and custom billing arrangements influence technical system design and flexibility requirements.
Event Sourcing or CQRS Patterns
Nice to haveExperience with event sourcing architecture or Command Query Responsibility Segregation patterns for maintaining complex state and supporting audit trails in mission-critical systems.
Tech stack
Languages
Frameworks
Databases
Tools
Other
Compensation
Pay and benefits.
Base·CAD 200,000 – 295,000
Equity·Stock options
Benefits
Equity Grants
Participate in Sentry's equity grant program, allowing you to share in company growth and success as an employee shareholder.
Paid Time Off
Competitive paid time off policy supporting work-life balance and enabling time for rest and professional development.
Comprehensive Group Health Insurance
Group health insurance coverage including medical, dental, and vision benefits for you and your family.
Incentive Compensation
Performance-based bonus and incentive compensation programs tied to individual and company goals.
Inclusive and Accessible Workplace
Sentry commits to building a diverse, inclusive culture where every teammate can thrive, with accessibility at the forefront of company values and practices.
Reasonable Accommodations
Sentry provides reasonable accommodations for employees and candidates with disabilities, with dedicated support at [email protected].
Process
Interview steps.
- 01
Application Review
Initial screening of your background, experience, and resume against the Senior Software Engineer requirements, focusing on distributed systems expertise and billing or high-accuracy systems experience.
- 02
Recruiter Screening Call
Preliminary conversation with Sentry's recruitment team to discuss your career background, interest in the billing platform role, and high-level technical background before proceeding to engineering interviews.
- 03
Technical Problem-Solving Interview
Engineering interview focused on distributed systems design, data pipeline architecture, or billing system challenges where you discuss your approach to building accurate, scalable systems.
- 04
System Design Interview
Deep-dive technical conversation on designing complex systems at scale, including discussing trade-offs in consistency models, architecture decisions for handling billions of events, and ensuring financial accuracy.
- 05
Team and Cross-Functional Collaboration Discussion
Conversation with members of the billing team or cross-functional partners to evaluate communication style, ability to work across organizational boundaries, and approach to mentoring and technical leadership.
- 06
Leadership and Mentorship Evaluation
Discussion focusing on your experience mentoring engineers, making decisions through ambiguity, and driving technical initiatives across teams with impact on organizational metrics.
- 07
Final Round with Leadership
Meeting with engineering leadership or senior team members to discuss your vision for the billing platform, long-term technical strategy, and cultural fit with Sentry's mission around developer tools accessibility.
Full posting
Original listing.
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 $200,000 to $295,000 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 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 [email protected].
Want to learn more about how Sentry handles applicant data? Get the details in our Applicant Privacy Policy.
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