DevOps and Automation Engineer
Contract: Outside IR35
Duration: 6 months
Why Tokio Marine HCC?
Standing still is not an option in the current world of Insurance. TMHCC are one of the world’s leading Specialty Insurers. With deep expertise in our chosen lines of business, our unparalleled track record and a solid balance sheet, TMHCC evaluates and manages risk like no one else in the industry. Looking beyond profit, empowering our people and delivering on our commitments are at the core of our customer values, and so is a desire to grow and provide creative and innovative solutions to our clients.
This assignment will be to work with the DevOps and Automation Manager to create and deliver the DevOps and Automation roadmap with a heavy focus on “Everything Ephemeral” including Agentic AI and ephemeral environments.
Key responsibilities and deliverables:
Liaise closely with IT Delivery Managers, including participation in regular Sprint planning meetings to understand upcoming project activity and identify where DevOps support is required by the team(s).
Agree and prioritise project tasks alongside the IT Delivery Manager and DevOps and Automation Manager.
Provide timely updates on the progress of project tasks, for example via regular Scrum meetings, or via periodic written reports as requested by project IT Delivery Management.
Develop and maintain installation and configuration procedures/documentation for deployments and troubleshooting.
Create knowledge articles and other support artefacts pertaining to the project for use by the wider DevOps team.
Responsible for configuration, release and environment management for multi-tier technology estates.
Support technical deployments of database (MSSQL), Websites, Services, App services and application deployments predominantly on Windows and RedHat.
Champion agentic automation: Drive the adoption of agentic-first automation, aiming for high levels of end-to-end automation using reusable, auditable components. Enable real-time business/end-user steering, with humans in the loop for oversight and exception handling.
Expand Automation-as-a-Service (AaaS): Build automation solutions with self-service enablement, allowing business teams to own and operate their processes with minimal DevOps intervention. Use low-code platforms and reusable automation components to accelerate delivery.
Modernise CI/CD and environment management: Enhance CI/CD pipelines with automated testing, security scanning, and deployment orchestration. Integrate tools such as GitHub Actions, Azure Pipelines, and OctopusDeploy for seamless delivery. Move towards self-service environment provisioning using Infrastructure-as-Code (Terraform) and pipeline-driven automation.
Implement advanced observability and monitoring: Use platforms such as Datadog, Prometheus, Grafana, and OpenTelemetry to provide real-time insights into system health, deployments, and business metrics.
Embed security and compliance by design: Integrate security into every stage of the SDLC, using automated security testing, vulnerability scanning, and policy enforcement. Ensure all automation and deployments are traceable and auditable, supporting regulatory compliance and digital trust.
Promote continuous learning and innovation: Encourage upskilling in emerging technologies such as AI/ML Ops, agentic automation, and cloud-native development. Participate in innovation sprints to generate new automation ideas and create user stories for rapid prototyping.
Use technologies like Terraform, Ansible, Azure DevOps, Github, OctopusDeploy, Kubernetes, OpenTelemetry, Datadog, Grafana, Prometheus, low-code automation platforms (e.g., Power Automate, UiPath) to help evolve the team's capabilities.
Coordinate planned outage and environment refreshes in collaboration with project managers and Test Lead.
Skills Required
- Experience with Terraform for Infrastructure-as-Code deployments
- Experience with configuration management using Ansible
- Experience building and modernizing CI/CD pipelines (GitHub Actions, Azure Pipelines, OctopusDeploy)
- Experience with Kubernetes for container orchestration
- Implementing observability and monitoring using Datadog, Prometheus, Grafana, OpenTelemetry
- Experience with low-code / RPA platforms (Power Automate, UiPath) and delivering Automation-as-a-Service
- Experience supporting deployments of MSSQL databases, Azure App Services, Windows and RedHat environments
- Embedding security and automated compliance testing into the SDLC
- Experience creating deployment, configuration and runbook documentation and knowledge articles
- Experience enabling self-service environment provisioning and pipeline-driven automation
Tokio Marine Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Tokio Marine and has not been reviewed or approved by Tokio Marine.
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Healthcare Strength — Medical options include established carriers with PPO and HDHP choices, plus dental, vision, pharmacy, telehealth, and condition‑specific programs for comprehensive access. An employee assistance program and mental‑wellbeing resources further reinforce day‑to‑day support.
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Retirement Support — A 401(k) with company match and employer‑paid life and disability coverage strengthen long‑term financial security. Careers materials and recent updates signal continued attention to retirement and protection benefits.
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Wellbeing & Lifestyle Benefits — Wellness incentives, fitness access, and a holistic “body, mind, wallet, life” framework expand total‑rewards value beyond insurance alone. Paid volunteer time and community programs add lifestyle‑oriented benefits aligned with purpose.
Tokio Marine Insights
What We Do
Tokio Marine HCC can help you or your clients be prepared for unpredictable weather patterns. Event weather insurance protects revenue losses caused by adverse weather conditions that reduce attendance and the sales of concessions, food and parking.






