DevOps Engineer

About grape

Our entrepreneurial spirit drives us in what we do and what we are passionate about. Our mission is to become the premier health partner in the insurance business. Recognising the need for innovation in the traditional employee insurance model we are set to revolutionize the employee insurance industry. We help companies support people before and after they get sick and to make more of their time.

Our insurance solutions reduce monotonous and manual work for employees, doctors, HR & payroll managers. As we strive to lead a technology-driven transformation, we put employees first.

At grape we pride ourselves on our people and our culture. We continue to grow fast and that’s where you come in. Our team is dynamic, diverse and full of creative ideas. Want to join? We can’t wait to get to know you!

We operate in a highly regulated insurance and health context, where reliability, security, and trust are non‑negotiable. You will establish strong foundations: secure access controls, security‑aware engineering practices, optimized CI/CD pipelines, and robust observability across environments.

You’ll work closely with engineering, product, and other parts of the business to define an infrastructure roadmap, improve developer experience, reduce operational risk, and ensure our systems are reliable, observable, and scalable for the long term.

We’re looking for a foundational Senior Dev Ops Engineer to design, build, and own the infrastructure and operational foundations of grape as we scale. This is a highly autonomous individual contributor role: you’ll be the first Dev Ops engineer, responsible for independently identifying, prioritising, and executing Dev Ops initiatives across security, infrastructure, CI/CD, observability, and developer experience.

Your mission is to make that complexity manageable, secure, and cost‑effective—while enabling engineers to move faster and with more confidence.

• Infrastructure & Platform Ownership
• Take end-to-end ownership of grape’s cloud infrastructure across environments (development, staging, production).
• Design and execute an infrastructure roadmap aligned with product growth, architectural changes, and regulatory requirements.
• Support the evolution from a more monolithic platform toward a more modular and service‑oriented architecture.
• Plan and execute database upgrades and infrastructure changes with minimal risk and downtime.
• Ensure infrastructure is reliable, scalable, and maintainable as system complexity increases.

• Security & Reliability
• Establish and enforce security‑first engineering practices across infrastructure and CI/CD.
• Improve access control, secrets management, and protection of production systems in line with written policies and best practices.
• Introduce and maintain dependency audits, security scans, and automated checks in the development lifecycle.
• Partner with engineers to identify and mitigate infrastructure‑level risks early.
• Help ensure compliance with data protection and security expectations relevant to insurance and health data.

• CI/CD & Developer Experience
• Own and significantly improve CI/CD pipelines, balancing speed, reliability, and cost efficiency.
• Identify and eliminate unnecessary CI work (e.g. pipelines running for irrelevant changes).
• Enable engineers to run tests, checks, and validations on demand without prohibitive costs.
• Improve feedback loops so engineers can ship confidently and frequently.
• Actively advocate for a great developer experience, reducing friction in day‑to‑day development.

• Observability & Operations
• Improve monitoring, logging, and alerting across systems.
• Define meaningful service‑level indicators and alerts that reflect real user and business impact.
• Ensure issues in production can be detected, understood, and resolved quickly.
• Support incident response and post‑incident reviews, driving continuous operational improvement.

• Collaboration & Enablement
• Work closely with engineers during design and implementation to ensure infrastructure concerns are addressed early.
• Partner with product and leadership on trade‑offs between speed, cost, reliability, and security.
• Document infrastructure, processes, and…