Automates, hardens, deploys, and upgrades Windows Server infrastructure in AWS GovCloud. Builds hardened AMIs, provisions EC2 instances, automates patching and compliance, manages phased upgrades and rollback, integrates infrastructure automation with CI/CD, and documents configurations and runbooks. Requires strong PowerShell, Windows administration, AWS, infrastructure-as-code, and DevSecOps experience, plus eligibility for Public Trust clearance.
AWS Windows Infrastructure Engineer
Overview
The AWS Windows Infrastructure Automation Engineer automates the configuration, hardening, and deployment of a federal client's Windows Server infrastructure, hosted in a FedRAMP-authorized AWS GovCloud environment, in support of the upgrade from Windows Server 2016 to Windows Server 2019 or 2025. Working under the technical direction of the Windows Architect, the role turns upgrade designs and security baselines into automated, repeatable configurations so every server is built and maintained consistently across environment tiers.
Key Functions
- Automate Windows Server configuration, build, and deployment using configuration management tools (e.g., Ansible, PowerShell) and PowerShell scripting.
- Update existing Windows Server 2016 configuration baselines to Windows Server 2019/2025 standards and correct configuration drift.
- Build and maintain hardened Windows AMIs and automate EC2 provisioning for upgraded servers.
- Automate OS hardening and compliance checks (e.g., DISA STIGs, CIS Benchmarks, Group Policy) and remediate security findings.
- Execute upgrades in phased waves, including pre-upgrade backups/snapshots, post-upgrade validation, and automated rollback.
- Automate patching, inventory, and operational tasks using AWS Systems Manager.
- Automate certificate installation and renewal for upgraded servers and services.
- Integrate Windows automation into CI/CD pipelines (e.g., Jenkins, GitHub) with version-controlled, peer-reviewed code.
- Document automation, configurations, and runbooks in Confluence and track work in Jira.
Minimum Qualifications
- Bachelor’s degree and 5 years of relevant experience.
- An additional 2 years of experience (7 years total) with an Associate’s Degree in lieu of a Bachelor’s Degree.
- An additional 4 years of experience (9 years total) with a High School Diploma in lieu of a Bachelor’s Degree.
- Hands-on experience automating Windows Server configuration with Ansible, PowerShell DSC, or similar tools.
- Advanced PowerShell scripting skills.
- Experience supporting Windows Server 2016 to 2019 or 2025 upgrades or migrations in AWS.
- Experience automating Windows OS hardening, preferably in regulated federal or regulated industry.
- Working knowledge of AWS services for Windows workloads (EC2, AMIs, VPC, Systems Manager, EBS snapshots).
- Solid Windows Server administration skills (Active Directory, Group Policy, DNS, certificates, patching).
- Experience with infrastructure-as-code tools (e.g., Terraform, CloudFormation) or image-building tools (e.g., Packer, EC2 Image Builder).
- Experience with Git-based version control and CI/CD pipelines in an Agile, DevSecOps environment.
Preferred Qualifications or Skills
- Microsoft Windows Server certification (e.g., Microsoft Certified: Windows Server Administrator Associate) or AWS certification (e.g., AWS Certified SysOps Administrator – Associate).
- Experience integrating Windows servers with CyberArk for privileged access management.
- Experience in managing software deployments through group policy.
- Experience configuring Windows IIS servers and Power BI Gateway.
- Experience supporting federal government systems with audit and vulnerability management.
Position Details
- Employment type: Full-Time, W2
- Location: 100% Remote (US-based)
- Hours: 40 hours/week with availability during core business hours of 8am-5pm ET
- Eligibility: Must be eligible to obtain a Public Trust clearance
Similar Jobs
Aerospace • Artificial Intelligence • Machine Learning • Robotics • Software • Defense Technology
Leads strategic capture, sales, and customer engagement for X-BAT and advanced systems supporting U.S. Air Force markets. Shapes solicitations, guides acquisition-office interactions, builds program-office and industry relationships, influences requirements and policy, and drives teams toward high-value, multi-year Air Force contract wins. Owns the business development lifecycle for emerging aerospace and defense technologies.
Top Skills:
Aechelon Simulation And Synthetic Reality TechnologiesHivemind Autonomy SoftwareX-Bat Aircraft
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Lead Headway’s Infrastructure team, owning AWS cloud infrastructure, deployment pipelines, LLM platform capabilities, databases, observability, reliability, and incident response. Hire and develop engineers, establish self-service platform practices, reduce incident blast radius, define production readiness for AI workloads, and partner with Security and product engineering teams. The role combines technical leadership, people management, platform strategy, design reviews, and hands-on incident response.
Top Skills:
Ai Coding ToolsAWSCi/Cd Deployment PipelinesContainer SecurityDatabase PlatformsDatadogFastapiLlm InfrastructureObservabilityPythonSecrets Management
Consumer Web • Healthtech • Professional Services • Social Impact • Software
Own day-to-day performance of outsourced BPO partners supporting patient-facing customer experience. Track metrics, identify root causes, lead improvement initiatives, align partner and internal teams, and build scalable processes. Manage BPO leadership relationships while improving conversion, quality, responsiveness, and patient satisfaction. Contribute to short-, medium-, and long-term BPO operations strategy.
What you need to know about the Charlotte Tech Scene
Ranked among the hottest tech cities in 2024 by CompTIA, Charlotte is quickly cementing its place as a major U.S. tech hub. Home to more than 90,000 tech workers, the city’s ecosystem is primed for continued growth, fueled by billions in annual funding from heavyweights like Microsoft and RevTech Labs, which has created thousands of fintech jobs and made the city a go-to for tech pros looking for their next big opportunity.
Key Facts About Charlotte Tech
- Number of Tech Workers: 90,859; 6.5% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Lowe’s, Bank of America, TIAA, Microsoft, Honeywell
- Key Industries: Fintech, artificial intelligence, cybersecurity, cloud computing, e-commerce
- Funding Landscape: $3.1 billion in venture capital funding in 2024 (CED)
- Notable Investors: Microsoft, Google, Falfurrias Management Partners, RevTech Labs Foundation
- Research Centers and Universities: University of North Carolina at Charlotte, Northeastern University, North Carolina Research Campus
