Senior DevOps Engineer

About the Position

We are seeking a Senior DevOps Engineer to co-own our AWS infrastructure for a platform serving clients in highly regulated industries.

About the Role

You will co-own the full AWS infrastructure for a platform that is serving clients in highly regulated industries. Day-to-day, this means keeping the platform healthy and highly available, responding to infrastructure and service delivery issues, and continuously improving the systems and processes that make Playbook work. We expect a natural curiosity and desire to explore new approaches to improve our platform. As our company is growing, you will be able to shape how the team and platform evolve to help make a difference to our customers.

Responsibilities

• Manage and continuously improve the company's AWS infrastructure, following infrastructure-as-code and GitOps principles as standard practice (Terraform and FluxCD)
• Build observability into our core workflows to ensure we and the entire engineering team have insights available when needed
• Own and maintain our GitHub Actions workflows and deployment pipelines, and support development teams where their pipelines touch infrastructure or deployment
• Identify and address gaps in infrastructure resilience, observability, and operational process
• Contribute to scaling the platform as the business grows

Requirements

• Proven track record working in a professional DevOps or infrastructure engineering environment
• Hands-on experience with AWS, this is a core requirement
• Practical experience managing infrastructure as code
• Experience managing Kubernetes clusters with GitOps tools in production
• Experience with OpenTelemetry or observability platforms (e.g., CloudWatch, Dash0)
• Experience managing DNS infrastructure
• Solid understanding of backup and recovery strategies and practices
• Experience building or maintaining CI/CD pipelines (GitHub Actions or equivalent)

Nice to Have

• Experience working in a regulated or compliance-driven industry or organization
• AWS certification(s) as a demonstrable signal of depth of knowledge
• Working knowledge of administrating RDS and PostgreSQL databases
• Experience implementing or maintaining elastic scaling solutions

We Offer

• Remote-first, high-trust culture where execution and impact are what matter - not hours or optics.
• State-of-the-art hardware setup of your choice, designed for deep, focused engineering work.
• An emerging category at the intersection of AI, compliance, and enterprise operations - genuinely new ground.
• Build from Zero with real ownership from day one. High ambition, high standards, and a strong bias towards execution - with the runway to ship.
• Foundation role with real influence on the foundation of the company. You will shape the architecture that every future product capability is built on.

About the Company

Playbook is building the Operating Memory for regulated industries. In life sciences and other highly regulated sectors, companies run on thousands of written procedures SOPs, work instructions, policies, manuals, and how-to guides. Employees are expected to find, understand, follow, and stay trained on the right procedure at the right moment. That system is breaking under the weight of information overload.

Playbook turns procedural documents into structured, usable data, making critical operational knowledge consumable by humans, software systems, and AI agents. This living layer of procedural knowledge is what we call Operating Memory.

We work with leading global life sciences companies and are building the foundational data model for procedural knowledge in regulated industries. We're a Series A, founder-led startup with high ambition, high standards, and a strong bias toward execution.

Apply Now

Think this is your kind of challenge? Send us your CV, a short note on why you'd be a great fit, and links to anything you've built. We're looking forward to hearing from you.

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