Staff Software Engineer, Billing
About The Position
We're building AI-native development practices into how this team works at a foundational level. That means infrastructure design needs to account for a new kind of collaborator: AI agents that generate, deploy, and operate software. The Staff Infrastructure Engineer on this team will keep systems running, define what safe, observable, AI-assisted infrastructure operations look like in practice, and set the standard for how the broader engineering organization follows. The Billing Platform Engineering team owns the systems that make Docker's commercial model real. You'll work on problems like: How do we design infrastructure that makes AI-generated deployments safe to ship and easy to roll back? How do we instrument billing systems so that failures — billing miscalculations, entitlement gaps, payment errors — are detected immediately and unambiguously? How do we build infrastructure that scales with usage-based billing workloads without manual intervention? How do we make the developer experience on this team faster and more reliable — local environments, CI/CD pipelines, deployment tooling?
Requirements
- 8+ years in platform, infrastructure, or SRE roles supporting production SaaS systems at scale
- Deep AWS expertise: ECS or EKS, RDS (Postgres preferred), networking, IAM, cost management — you've operated these systems under real load and real incidents
- Expert-level Terraform; you've designed reusable module patterns and set standards others follow
- Experience building and owning observability stacks (Datadog, Grafana, or similar) at an organizational level — not just using them
- Strong familiarity with CI/CD systems — Jenkins, GitHub Actions, or equivalent — including pipeline design and developer experience ownership
- Kubernetes at an operational and architectural level
- A track record of identifying systemic risks and driving improvements that span team or organizational boundaries
- Security-first mindset: threat modeling, blast radius analysis, least-privilege by default, audit trails as a design requirement
- Strong written English; at Staff level, written communication is how you scale your influence across teams
- Bachelor’s degree in Computer Science, Engineering, or a related field, or equivalent practical experience
Nice To Haves
- You don't wait for problems to be handed to you — you find them, frame them, and drive the solution.
- You've operated at a scope where your decisions affected multiple teams or systems, and you know how to build consensus and move work forward without direct authority.
- You've thought seriously about what infrastructure needs to look like when AI agents are generating and shipping code — safe deployment patterns, strong observability, clean rollback — and you want to help define that standard here.
- Experience with billing, payments, or financial systems infrastructure is a meaningful plus.
Responsibilities
- Own and evolve the infrastructure supporting Billing Platform services: compute, storage, networking, CI/CD, and observability
- Design and maintain IaC (Terraform) for billing system infrastructure on AWS; set module patterns and standards for the team
- Build and own observability systems — metrics, logging, alerting — with a focus on billing accuracy and payment reliability
- Define deployment patterns and runbooks that work well in an AI-agent-assisted development workflow: clear rollback procedures, safe promotion gates, automated validation
- Partner with software engineers on service design — bringing infrastructure constraints and operational requirements into the conversation before code is written
- Identify systemic risks and drive improvements that span team or organizational boundaries
- Lead incident response for billing system issues. This role may require participation in an on-call rotation to provide support outside of standard business hours, including evenings, weekends, and holidays, as needed.
- Mentor engineers across the team; your technical judgment should raise the floor for everyone
Benefits
- Generous PTO
- designated quarterly Whaleness Days
- a designated end-of-year Whaleness break
- Home office support
- Technology stipend – Equivalent to US$100 net per month to help support your work.
- Learning & development – Annual stipend for conferences, courses, certifications, and continued learning.
- 16 weeks of paid parental leave after six months of employment.
- Equity for all full-time employees
- Medical
- retirement
- paid holidays vary by country.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
