Team Lead / Senior DevOps Engineer Azure Healthcare SaaS

Team Lead / Senior DevOps Engineer Azure Healthcare SaaS 2025/11/10 As we expand our customer deployments, we seek an experienced Senior DevOps Engineer / Team Lead to guide DevOps transformation across multiple development teams. 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. The company has rapidly scaled from 15 to 100 employees and needs a senior technical leader to guide their DevOps transformation, leading a team of 4 DevOps engineers while mentoring 50+ developers across 6 development teams. Start: ASAP, latest January 2026 Company A US-based healthcare and financial services SaaS company that has scaled from 15 to 100 employees with 50+ developers across 6 development teams. They are transitioning from waterfall to DevOps culture and need senior leadership to eliminate bottlenecks and enable developer autonomy. Key Responsibilities Lead and mentor a team of 4 DevOps engineers while guiding 50+ developers across 6 teams through cultural transformation from waterfall to DevOps practices Design and implement self-service developer platforms with standardized templates and automation to eliminate DevOps bottlenecks Lead urgent migration from Git Flow to Trunk-Based Development (currently manual merges create bottleneck with 6 teams) Complete Terraform rollout across all environments (currently partial) and implement GitOps workflows with Git as single source of truth Standardize release processes and implement push-button deployments across all teams Build sophisticated Azure DevOps pipelines with templates for consistency across development teams Support containerization migration from Azure App Services to Azure Kubernetes Service (AKS) Facilitate cultural shift through workshops, retrospectives, and cross-team coordination Reports to: Client’s DevOps & Infrastructure Manager Collaborates with: 4 DevOps team members, 6 development teams (~50 developers), CTO, Development Managers Technologies Must-have: Microsoft Azure (App Services, Azure SQL, API Management, App Gateway, AKS), Terraform (advanced modules and state management), Azure DevOps (Pipelines, Repos, Boards), Trunk-Based Development, Platform Engineering, Infrastructure as Code (Terraform, Bicep, ARM), .NET stack, Team Lead/Technical Leadership experience Nice-to-have: Octopus Deploy, Docker, Grafana, Loki, Azure Application Insights, HIPAA/PCI Compliance, Service Mesh (Istio, Linkerd), FinOps, Azure Certifications (Solutions Architect Expert, DevOps Engineer Expert) Soft Skills Exceptional communication skills – daily interaction with 50+ developers and leadership Master teacher and mentor – facilitate cultural transformation Hands-on technical leader balancing strategic direction with tactical execution Highly self-managed and able to work independently while coordinating multiple teams Empathetic and patient – meet developers where they are in learning journey Challenges & Milestones First 90 Days: Lead urgent Git Flow → Trunk-Based Development migration, standardize release process, complete Terraform implementation across all environments Months 3-6: Launch self-service platform MVP, implement platform engineering patterns, facilitate DevOps workshops, begin AKS containerization planning Months 6-12: Full DevOps culture adoption, automated deployments (90%+), platform engineering practice established, execute 2026 roadmap Working Hours CRITICAL: Only a few hours with Central Time (US) must be aligned. Reason: Heavy collaboration required across 6 development teams #J-18808-Ljbffr