Senior DevOps Engineer (Contract)

Hillsborough County Clerk of Circuit Court & Comptroller is seeking a Senior DevOps Engineer to provide senior-level systems administration and Azure platform support. The role focuses primarily on Windows Server administration and operational support, with additional troubleshooting of a custom Azure-native messaging platform.

Responsibilities:

• Administer and support Windows Server environments, including configuration, patching, performance monitoring, troubleshooting, security hardening, and operational improvement
• Manage Microsoft Entra ID and Active Directory, including hybrid identity, Exchange Hybrid, Microsoft Teams and eDiscovery, users, groups, access controls, and permissions
• Administer DNS/Infoblox, SSL/TLS certificates, privileged access functions, enterprise FTP services, file shares, and NTFS permissions
• Respond to service requests and incidents, serve as an escalation point for complex infrastructure issues, and support after-hours maintenance, on-call activities, and emergency operations when required
• Support and troubleshoot a custom Azure-native messaging solution through log/telemetry analysis, root-cause analysis, configuration review, deployment troubleshooting, and reliability improvements
• Troubleshoot Azure Service Bus, API Management, Azure Functions or similar compute services, Cosmos DB or Azure SQL, Key Vault, Managed Identity/RBAC, and Azure networking for PaaS services
• Use PowerShell, Python, Terraform/Terragrunt, Git/GitHub, C#, Azure Monitor, Log Analytics, Application Insights, KQL, and approved AI-assisted engineering tools for automation, infrastructure-as-code, validation, observability, troubleshooting, refactoring, and documentation

Requirements:

• 7+ years of experience in systems administration, infrastructure engineering, or enterprise IT operations with demonstrated senior-level technical ownership and problem-solving skills
• Strong hands-on Windows Server administration experience in an enterprise environment, including performance, security, patching, troubleshooting, and core infrastructure services
• Strong experience with Microsoft Entra ID, Active Directory, hybrid identity, Exchange Hybrid, Microsoft Teams/eDiscovery, DNS, certificate management, access controls, and file permissions
• Strong PowerShell scripting and operational automation experience; experience using Python for administration, API checks, validation, reporting, log analysis, or repeatable troubleshooting workflows
• Experience supporting Microsoft Azure environments and troubleshooting Azure-hosted applications/services, including platform configuration, deployments, messaging, identity, and monitoring
• Working experience with Terraform or Terragrunt and Git/GitHub
• strong customer-facing support and cross-team collaboration skills
• must be available on-site during emergencies
• Experience with Azure Government (AzureUSGovernment), Azure PaaS networking, Azure observability, and integration/message-flow troubleshooting
• Ability to read, troubleshoot, and make targeted corrections to C#/.NET and Python code
• experience with Kubernetes or containerized workloads is beneficial but not required
• Experience leveraging approved generative AI or AI-assisted development tools for DevOps scripting, Terraform/IaC, debugging, root-cause and log/KQL analysis, refactoring, deployment validation, and runbook creation
• ability to validate AI-generated output and safeguard credentials and sensitive information
• Relevant certifications such as Microsoft Windows Server Hybrid Administrator, Azure Administrator, Azure Solutions Architect, Azure DevOps Engineer, or HashiCorp Terraform Associate
• Bachelor's degree in Information Systems, Computer Science, or a related field preferred
• Operational documentation and runbook experience is also preferred