Senior DevOps Engineer Azure Healthcare SaaS

Senior Dev Ops Engineer Azure Healthcare SaaS

2025/11/10

As we expand our customer deployments, we seek an experienced Senior Dev Ops Engineer to transform release processes and enable continuous deployment. Specifically, we are searching for someone who will demonstrate a unique and informed viewpoint, enjoys collaborating with a cross-functional team, and help develop real-world solutions and positive user experiences at every interaction, with a strong track record of bringing products to life.

Join us, and you will have an opportunity to work with great Engineers, CEOs, CTOs, and other mature operators, a dynamic but still laid-back team (yes, you can combine that), agile development practices, the stack, and the approaches you choose to get the job done.

The client is a US-based SaaS company in the healthcare and financial services domain that has scaled from 15 to 100 employees with 6 development teams. They need a senior Dev Ops engineer to transform release processes from manual coordination to fully automated, push-button deployments.

Duration: 6 months + with high probability of extension to long-term

Start: ASAP, latest January 2026

A US-based healthcare and financial services SaaS company with 50+ developers across 6 development teams. They currently coordinate releases manually with staging slot swaps on release nights and need enterprise-grade release engineering to enable multiple daily deployments.

• Standardize release processes and implement push-button deployment automation across all 6 development teams, eliminating manual coordination
• Evaluate and implement Octopus Deploy as release management tool (key 6-month project) – compare with Azure Dev Ops native capabilities and lead full implementation
• Migrate apps from environment variables to Azure App Configuration Service to eliminate app restart requirements
• Automate staging slot deployments and production swaps in Azure App Services with automated rollback procedures and zero-downtime patterns
• Build sophisticated multi-stage deployment pipelines in Azure Dev Ops with gates, approvals, and health checks
• Support migration from Git Flow to trunk-based development and implement feature toggles for deployment decoupling
• Implement secrets management with Azure Key Vault, automate key rotation, ensure HIPAA/PCI compliance in deployments
• Create reusable pipeline templates, integrate security scanning (SAST/DAST), and enable self-service deployments

Reports to: Client’s Dev Ops & Infrastructure Manager

Collaborates with: 4 Dev Ops team members, 6 development teams, QA teams

Must-have: Azure Dev Ops (advanced YAML pipelines, multi-stage deployments), Microsoft Azure (App Services with staging slots, Azure SQL, API Management, App Gateway), Azure App Configuration Service, Azure Key Vault, Deployment Automation (blue-green, canary, staged rollouts), Infrastructure as Code (Terraform, Bicep, ARM), Scripting (Power Shell, Bash, Python)

• Process-oriented mindset – create order and consistency
• Exceptional attention to detail – releases require precision
• Strong communicator coordinating across 6 development teams daily
• Risk management balancing speed with safety
• Highly self-managed and able to work independently on complex projects

Month 1-3: Assess release processes, evaluate Octopus Deploy vs Azure Dev Ops native, design release architecture, quick wins on automation

Month 3-6: Implement chosen release solution, migrate hundreds of app settings to Azure App Configuration Service, enable continuous deployment, automate coordination

Success at 6 Months: Push-button deployments operational, configuration migration complete, release frequency increased 5-10x, manual coordination eliminated.
Evaluation point for long-term extension.

Central Time (US) preferred but flexible