Senior DevOps Engineer

Senior DevOps Engineer

Osprey Flight Solutions | Remote (UK), with a few in-person days a year for company events

ABOUT OSPREY

Osprey is a UK-based SaaS business backed by a leading US private equity investor. We provide risk intelligence to organisations in some of the world's most complex and safety-critical environments, across aviation, insurance, and government and defence. Our North Star is to become the trusted decision platform for organisations where lives, assets and operations depend on getting it right.

THE ROLE

We're looking for an AI-first Senior DevOps Engineer to help our engineering teams ship faster, more safely and more independently, and to make sure we hear about problems with the platform before our customers do.

You'll sit in the Platform Team, report to the DevOps and Platform Lead, and take high-level problems from design through to delivery with minimal supervision. Developer autonomy and our logging, monitoring and alerting are the two big focus areas.

What You'll Do

• Use agentic AI as a core part of how you engineer, and help drive its adoption across Engineering and the wider business
• Own major platform improvements from idea through to adoption
• Build self-service tooling, agentic solutions and deterministic controls so engineers can release safely without waiting on the Platform Team
• Improve observability so our own monitoring catches issues first
• Keep our Azure and AWS estate secure, resilient and cost-effective, managed with Terraform
• Improve our CI/CD pipelines and take part in the on-call rota
• Share what you know, so no part of the platform depends on one person

What You'll Bring

• Extensive, hands-on use of agentic AI tools (Claude Code, Cursor, GitHub Copilot agent mode): delegating real work to agents, reviewing their output, and knowing where they help and where they don't
• 5+ years in DevOps, Platform or SRE roles
• Expert Terraform, including state, workspaces, and safely importing and refactoring existing infrastructure
• Logging, monitoring and alerting that works in practice (Azure Monitor, CloudWatch, Grafana, Prometheus or similar)
• Strong hands-on Azure experience (App Service, Functions, Azure SQL, Front Door, Key Vault)
• CI/CD pipelines with deterministic quality and security gates (Bitbucket Pipelines or similar), plus Docker
• A record of driving significant technical change across teams
• Solid scripting in Bash, Python or Node/TypeScript, and strong cloud security and identity fundamentals

Nice to have: building agents, MCP servers or AI-driven workflows; Claude Code skills, plugins or MCP integrations; internal developer tooling; AWS (ECS/Fargate, RDS, IAM, Route 53); running MySQL or SQL Server in production; networking (DNS, TLS, VPNs); ISO 27001, SOC 2 or Cyber Essentials.

BY THE END OF YEAR ONE

Agentic AI is a normal part of how Engineering works, you've delivered at least one major platform improvement, engineers have more autonomy to ship, and more issues are found by our monitoring than by customers.

WHO THRIVES HERE

Quick learners who share ideas openly, challenge decisions respectfully and hold their ground on security and reliability. People who are honest about what they don't know, take feedback well, and do their best work independently.