Job DescriptionWe are seeking an experienced Windows Automation & Patching Engineer to support multiple enterprise domains. This role is responsible for engineering, automating, and maintaining patching and configuration management solutions across a complex, heterogeneous IT environment spanning physical, virtual, and cloud-based systems. The successful candidate will engineer automated solutions that simplify patch distribution, reduce manual effort, increase reliability, and support the organization's transition toward cloud-enabled operations. This includes developing and maintaining scripts, workflows, and infrastructure-as-code to enhance system management at scale.
Required Skills- Manage and automate patch deployment and configuration management across multiple domains and enclaves
- Develop automation solutions using PowerShell, Python, APIs, or orchestration frameworks to streamline system updates and administrative tasks
- Support hybrid and cloud patching capabilities using tools such as Azure Update Management, AWS Systems Manager (SSM), and SCCM/ConfigMgr
- Engineer improvements to the enterprise patching infrastructure and contribute to the design of a new automated update and hotfix distribution system
- Perform automation-driven server configuration, baseline enforcement, compliance reporting, and STIG/vulnerability remediation
- Provide Tier 3 troubleshooting and root-cause analysis for complex Windows systems
- Migrate, refactor, and modernize traditional server workloads to support cloud compatibility and virtualization strategies
- Monitor infrastructure performance, proactively identify issues, and implement automated remediation with minimal user impact
- Translate customer requirements into hardware/software specifications and perform system integration, verification, and validation
- Prepare technical documentation, diagrams, and patching process workflows for customer and team use
- Work independently in a fast-paced environment while maintaining strong communication and problem-solving skills
- Deliver strong customer service and collaborate effectively with technical teams
- Advanced PowerShell scripting
- Experience with WSUS across multiple enclaves and in offline/air-gapped systems
- Familiarity with cloud patching tools (Azure Update Management, AWS SSM)
- Familiarity with SCCM/ConfigMgr or similar enterprise patching tools
- Experience with vulnerability remediation automation and STIG compliance workflows
- Virtualization & Infrastructure
- Experience with commercial cloud providers including Azure, Google Cloud (GCP), and Oracle Cloud (OCI)
- Ability to prioritize and execute tasks effectively
- Ability to work independently or within a team
- Willingness and ability to learn new technologies quickly
- Strong customer service and communication skills
Desired Skills- Cloud certifications (Azure/AWS)
- Experience with automation/orchestration tools such as AWS Lambda
- Experience with cloud-native monitoring tools (Azure Sentinel, CloudWatch) or Splunk automation
- Experience creating enterprise-level documentation and architectural diagrams
- Experience with DSC, CI/CD pipelines, GitHub/GitLab, Jenkins Pipeline
- Experience with AWS services including VPC, EC2, ELB, S3, IAM, Security Groups, Fleet Manager, and EventBridge