Senior Platform Engineer

The Company

Checkbox is a Sequoia-backed legal technology company on a mission to enable meaningful work for all. We build AI-powered software that helps in-house legal teams manage, automate, and scale their operations, from intake and triage to workflow automation, matter management, and reporting.

Our belief is simple: meaningful work happens when teams are empowered to focus on impact, not admin. With Checkbox, legal teams streamline how work is captured, routed, managed, and resolved, freeing lawyers to do more of what matters most.

Today, Checkbox is trusted by leading global organizations including SAP, BMW, Allianz, Coca-Cola, and Hitachi. Our customers use Checkbox to power everything from contract review and compliance workflows to matter tracking and reporting, all within a single, AI-powered platform.

While most technology in the legal space has focused narrowly on contract lifecycle management (CLM), Checkbox takes a broader view offering an intelligent modular platform that scales alongside business growth. Our platform acts as the central front door and operating system for all legal work, enabling legal teams to start small, expand over time, and continuously unlock new efficiencies. We believe this flexible, scalable approach will become indispensable for managing all legal work – and Checkbox will lead that category.

We're a tight-knit global team of 50+ people across the United States, Australia, and Asia, including Forbes 30 Under 30 founders and a group of ambitious, high-performing individuals driven by impact, ownership, and excellence. Our culture is one of our superpowers. It's what people talk about when they join us, work with us, and even after they leave.

Read about what makes us "Checkmates" here:

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*The Position*

At Checkbox, you'll join a small, high-performing team of engineers who value impact, autonomy, and technical excellence. We're building the platform that powers our world-leading AI intake and workflow automation product - a system that enables users to create their own digital solutions and transform how work gets done.

As a Senior Platform Engineer, you'll play a critical role in evolving our core architecture, ensuring our systems are scalable, reliable, and built for rapid iteration. You'll have deep ownership over key parts of our platform, working across the stack and shaping the technical direction of the product.

You'll work primarily with Kubernetes, ArgoCD, GitHub Actions and leveraging AWS services to deliver performant, secure, and maintainable systems. We value strong engineering practices - from thoughtful design and automation to operational excellence.

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In this role, you will:

• Collaborate within a small but growing, cross-functional team (engineering, product, design) to ideate, design, and deliver features that power the Checkbox platform.

• Lead and contribute to the design and implementation of scalable systems and APIs, ensuring maintainability, observability, and operational resilience.

• Guide technical discussions, run design reviews, and mentor other engineers through code reviews and pair programming.

• Continuously improve our CI/CD pipelines, infrastructure, and developer experience to accelerate delivery and maintain high standards of reliability.

• Champion engineering best practices - from testing and monitoring to secure and efficient cloud deployments - balancing velocity with quality and pragmatism.

• Contribute to the evolution of our architecture as we scale our product, infrastructure, and teams.

‍About you****

• 5+ years of professional experience operating and scaling global application platforms using Kubernetes.

• Deep understanding of cloud architectures and paradigms from containers and serverless to event systems and streaming and experience with at least one of the big cloud providers.

• Solid programming foundations (our main languages are Go and Typescript)

• A love for automation, scripting and building tooling.

• An understanding of tenancy and data segregation.

• A good working knowledge of the entire stack, from the browser all the way down to the operating system in a modern cloud environment.

• Comfortable designing and owning complex systems end-to-end - from ideation through delivery and monitoring.

• Pragmatic and adaptable - you focus on delivering customer value, navigating ambiguity, and iterating quickly while maintaining quality.

• Effective communicator who thrives in a collaborative environment and values shared ownership of outcomes.

‍Why Checkbox?****

• Competitive salary & equity – We believe in employee ownership and comfortable compensation for our employees so that they can be as happy and productive as possible without any reservations.

• Hybrid working arrangements – We have an office in the city and the team comes in on Tuesdays for our weekly all-hands kick-off (and we'll grab coffee and lunch together), and on Fridays where we celebrate our weeks effort and go out for dinner.

• Personal learning & development budget - Continuous development and growth is one of our core value, and we believe in developing our own home-grown leaders.

• Expense policy & salary sacrifices – You can expense small work-related items and salary sacrifice larger items within reason.

• Start-up hub in the heart of the city - Enjoy our city office which is decked full of snacks, drinks, premium coffee and coffee machine, and of course, a ping pong table and beers.

• Company wide social events - Enjoy company lunches, Friday night hangs, and wicked annual off sites (past events include a massive boat party, trip to a hunter valley mansion, and a week in Bali)

• Transparent & open culture - Enjoy the benefits of an open culture where all questions and feedback are welcomed so we can be a better company day by day.