Engineering Manager, Billing Platform

Sentry2 days ago

Location

San Francisco, California

Type

Full Time

Salary

USD 220,000 – 280,000

Level

Manager

Role

Engineering Manager

Posted

Jul 1, 2026

Full TimeManager

The role

Summary

Lead and scale the Billing Platform team at Sentry, a critical organizational function that measures, prices, and bills observable events while directly impacting company revenue and customer trust. This Engineering Manager role requires deep distributed systems expertise, strong product sensibility, and proven ability to manage high-performing engineering teams while owning strategic initiatives in checkout, invoicing, and spend management features.

What you'll do

Strategic Platform Roadmap Development: Define, prioritize, and drive the Billing Platform team's roadmap by translating company-wide objectives into sustainable technical strategy. Establish ambitious 6-12 month goals, identify key bets and focus areas, and ensure alignment between team priorities, product vision, and organizational revenue targets.

Technical Leadership & Systems Design: Provide architectural guidance on distributed systems design, code quality standards, and technical decisions. Lead system design reviews for complex billing workflows, metering infrastructure, and scalability challenges. Proactively identify technical debt, performance bottlenecks, and infrastructure improvements while mentoring engineers on sophisticated architectural patterns.

Checkout & Invoicing Workflows Ownership: Oversee the team's ownership of critical customer-facing systems including checkout flows, payment processing, invoice generation, and billing accuracy. Ensure these mission-critical workflows maintain high reliability, security, and performance standards while supporting new pricing models and product capabilities.

Spend Management & Growth Features: Drive development of innovative features enabling customers to monitor, forecast, and manage their Sentry spend growth. Collaborate with product and design teams to translate customer needs into scalable solutions that reduce churn and increase customer lifetime value.

Cross-Functional Collaboration & Alignment: Partner closely with Product, Design, BizOps, Finance, Marketing, and Sales teams to translate business requirements into technical solutions. Ensure the Billing Platform team is synchronized with company revenue strategy, supports new product launches, and enables innovative pricing experiments.

Team Leadership & Talent Development: Lead, mentor, and grow a high-performing engineering team including Staff-level engineers. Build a culture emphasizing technical excellence, collaborative problem-solving, continuous learning, and innovation. Create growth opportunities, establish clear career trajectories, and develop future technical leaders.

Work Scoping & Delivery Excellence: Establish clear engineering milestones, resource allocation strategies, and delivery timelines. Decompose complex projects into manageable work streams, manage dependencies across teams, and maintain predictable delivery while adapting to business priorities and technical challenges.

Leadership Communication & Representation: Communicate team progress, technical challenges, strategic direction, and business impact to senior leadership and stakeholders. Represent Sentry externally through technical blog posts, conference presentations, and open-source contributions that showcase platform engineering excellence.

Operational Excellence & Monitoring: Ensure proactive identification and resolution of production issues, implementation of comprehensive observability, and establishment of SLOs for billing systems. Foster a culture of operational responsibility where the team owns reliability and performance of revenue-critical systems.

What we look for

Technical

Distributed Systems ArchitectureDeep expertise in designing, implementing, and scaling distributed systems that handle high-volume transaction processing, event measurement, and billing workflows across multiple services.

Python or JavaScript/TypeScript5+ years of professional engineering experience with Python, JavaScript, TypeScript, or similar modern programming languages used in backend and systems engineering.

Financial Systems & Payment ProcessingUnderstanding of billing systems, checkout workflows, invoicing, metering, and revenue recognition patterns in SaaS platforms or similar high-scale environments.

Database & Data ArchitectureExperience with SQL and NoSQL databases, data warehousing, event streaming, and analytics pipelines for billing and usage tracking systems.

Education

Bachelor's Degree in Computer Science or Related FieldFormal education in computer science, software engineering, or equivalent practical experience demonstrating strong foundational knowledge.

Experience

5+ Years Professional Software EngineeringDemonstrated track record building production systems at scale, with hands-on experience shipping features from conception through long-term maintenance and operational optimization.

2+ Years Engineering ManagementProven experience leading engineering teams, mentoring individual contributors including senior engineers, and managing team growth, performance, and development.

End-to-End Product OwnershipOwnership of customer-facing product areas from requirements definition and feature development through operational excellence, customer feedback integration, and iterative improvements.

Developer Tools or High-Traffic PlatformsExperience building products for developer audiences or managing critical infrastructure serving high-traffic, mission-critical product surfaces with strict uptime and accuracy requirements.

Skills

Required skills

Engineering Leadership & Team ManagementDemonstrated ability to lead engineering teams, mentor senior technical talent, establish psychological safety, set clear expectations, and develop team members' careers through strategic growth opportunities and challenging technical work.

Distributed Systems DesignDeep understanding of distributed system patterns including eventual consistency, service-oriented architecture, asynchronous processing, event-driven systems, and scalability patterns required for high-volume transaction processing.

Technical Communication & TranslationAbility to articulate complex technical concepts, tradeoffs, and architectural decisions to both technical audiences and non-technical stakeholders including finance, product, and business teams in clear, concise language.

Project Scoping & Delivery ManagementProficiency in breaking down complex features into deliverable work packages, estimating engineering effort, allocating resources, managing dependencies, and establishing realistic milestones while maintaining delivery velocity.

Product & Platform MindsetStrategic perspective that balances technical excellence with product goals, customer impact, and business outcomes. Ability to partner effectively with product and design teams as equals in shaping product strategy and technical direction.

SaaS & Billing Systems ExpertiseUnderstanding of SaaS metrics, metering infrastructure, usage-based pricing models, checkout flows, payment processing, invoicing, and revenue recognition patterns essential for building accurate, compliant billing systems.

Nice to have

Open Source & Community EngagementExperience contributing to or building open-source projects, engaging with developer communities, and fostering engineering culture through knowledge sharing and external visibility.

Financial Systems & Compliance KnowledgeFamiliarity with financial compliance requirements, PCI-DSS standards, data residency regulations, and accounting principles relevant to billing platform governance.

High-Scale Monitoring & ObservabilityBackground building or operating monitoring platforms, performance management systems, or observability infrastructure at significant scale with experience optimizing for cost and accuracy.

Revenue Operations & Pricing StrategyExposure to revenue operations, pricing model experimentation, customer segmentation, and GTM strategy that informs technical platform requirements and feature prioritization.

Infrastructure & Cloud ArchitectureExperience designing cloud-native systems leveraging managed services, optimizing for cost and performance, and implementing infrastructure-as-code practices at scale.

Compensation & benefits

Salary

USD 220,000 – 280,000 (annual)

Stock options

Available

Benefits

Equity Grants

Participate in Sentry's equity compensation program, aligning your financial success with company growth.

Comprehensive Health Insurance

Group health insurance coverage for you and your family, supporting your overall wellness.

Paid Time Off

Generous paid time off policy enabling work-life balance and recovery.

Incentive Compensation

Performance-based bonus and incentive programs tied to individual and organizational goals.

Interview process

1
Initial Screening & Hiring Manager Conversation — First conversation with Sentry's hiring manager to discuss your background, management philosophy, experience with distributed systems and billing platforms, and motivation for the role. This is an opportunity to align on expectations and explore mutual fit.
2
Technical Leadership Deep Dive — Detailed discussion with team members and peers about your technical architecture decisions, approach to mentoring senior engineers, and perspective on distributed systems challenges. Expect questions about specific technical decisions you've made and how you balance innovation with operational stability.
3
Product & Cross-Functional Collaboration Assessment — Conversations with product managers and stakeholders to evaluate your ability to collaborate across disciplines, translate business requirements into technical strategy, and represent engineering perspectives in product decisions. Discussion will cover how you've influenced product roadmap and worked with non-technical partners.
4
Team Leadership & Culture Conversation — In-depth discussion with current engineering leadership about your management style, approach to building high-performing teams, experience mentoring Staff-level engineers, and philosophy on career development and psychological safety.
5
Strategic & System Design Discussion — Technical interview focused on your thinking around large-scale system design, tradeoffs in building billing platforms, metering infrastructure at scale, and approach to complex architectural decisions. May include whiteboarding or architecture discussion of hypothetical scenarios.
6
Executive Leadership Alignment — Final conversation with executive leadership to discuss your vision for the Billing Platform team's future, strategic priorities, approach to organization-wide impact, and alignment with Sentry's mission and company strategy.