DevOps Engineer

Automate Everything and Make Deployments Boring

• Platform Engineering team

What We're Building

Softsure is the technology company behind Dotsure, one of South Africa's leading pet insurance providers. For 15 years, our platform has processed policies, claims, payments, and integrations. It works. But it's a VB.NET monolith with a single SQL Server database, and it's reaching the limits of what that architecture can support.

We're not throwing it away. We're modernising it piece by piece using the strangler fig pattern: new capabilities in C# , Blazor, and Azure services, gradually replacing the legacy code while the system keeps running. By 2030, we'll have a modern, event-driven, API-first platform that other business units can build on.

Squad B is the team that makes this happen. These six roles form the platform engineering capability that will build the foundations: the data platform, the CI/CD pipelines, the API layer, the AI integrations, and the developer experience tooling.

What We're Looking For

Every role requires experience migrating legacy systems to modern architectures. We don't need people who've only worked on greenfield projects. We need people who understand the messiness of real systems: the undocumented business rules, the integrations that nobody remembers building, the edge cases that only appear in production.

We need people who can look at a 15-year-old codebase and see both what it is and what it could become.

We want deployments to be boring. Not "hold your breath and hope nothing breaks" deployments. Boring, routine, automated deployments that happen multiple times a day without drama. Right now, we're not there. We need someone to build the CI/CD platform, the infrastructure automation, and the security tooling that makes fast, safe delivery possible.

About This Role

Softsure is migrating from Azure DevOps to GitHub Enterprise as part of a larger platform modernisation. We're implementing GitHub Actions, infrastructure as code, automated security scanning, and proper environment management. This role is about building the platform that enables every other developer to ship faster and safer.

What You'll Do

• Design and build CI/CD pipelines in GitHub Actions that become the standard for all teams

• Implement infrastructure as code using Terraform or Bicep for all Azure resources

• Automate environment provisioning so developers can spin up feature environments without filing tickets

• Integrate security scanning into pipelines: SAST, DAST, dependency scanning, secret detection

• Roll out GitHub Advanced Security and establish policies that actually get followed

• Manage secrets properly with Azure Key Vault and ensure nothing sensitive ends up in repos

• Create deployment strategies (blue-green, canary) that enable zero-downtime releases

• Build automated rollback capabilities because things will go wrong and we need to recover fast

• Maintain IIS configuration standards (yes, we still have Windows workloads)

• Document pipeline patterns and create reusable templates that teams actually want to use

• Migrate CI/CD pipelines from Azure Devops to Github Actions

• Maintain a list of all CI/CD pipelines and their purpose

• Maintain integrations to Static code analysis tools

What You Bring

• You've been the person responsible for CI/CD at a previous company. You know what works and what doesn't

• 5+ years in DevOps, platform engineering, or similar roles

• Strong GitHub Actions experience (or Azure DevOps with willingness to transition)

• Infrastructure as code fluency: Terraform, Bicep, or ARM templates

• Deep Azure knowledge across compute, networking, and security services

• Scripting skills: PowerShell, Bash, and CLI tools

• Understanding of .NET build and deployment processes

• You believe security is everyone's job, not just the security team's

Education

• Degree or Diploma in Computer Science, Information Technology, Software Engineering, Computer Engineering, or a related technical field.

• Relevant certifications in cloud platforms, DevOps, or infrastructure automation (Azure preferred) will be advantageous.

• Equivalent practical experience in building and maintaining CI/CD pipelines, infrastructure-as-code, and cloud platforms will be considered.

Nice to Have

• GitHub Advanced Security certification or deep experience

• Kubernetes/AKS experience

• GitOps patterns (Flux, ArgoCD)

• Experience migrating from Azure DevOps to GitHub

• Security certifications (AZ-500 or similar)

Why Join Us

• Build the DevOps platform from scratch with modern tools

• GitHub Enterprise with all the features, not a stripped-down version

• Direct impact on developer experience across the entire organisation

• Leadership that understands DevOps is an investment, not a cost centre

• Competitive salary and autonomy to make real decisions

Location & Work Arrangement

This is an in-office role based in George, Western Cape, South Africa. We believe the collaboration and mentorship required for a transformation of this scale happens best when the team is together