Cloud Windows Server/IIS System Administrator

Peraton

. Administer, patch, and maintain Microsoft Windows Server environments within an AWS-hosted Federal cloud infrastructure .

Posted 9/16/2026full-timeRemote • United StatesMid-LevelSenior💰 $104,000 - $166,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in administering and maintaining Microsoft Windows Server environments within AWS cloud infrastructure, with a strong focus on security compliance, performance monitoring, and incident response. Proficient in managing Microsoft IIS web servers and integrating CI/CD pipelines to support operational readiness in federal IT environments.

Highest-signal resume keywords

Microsoft Windows Server AdministrationMicrosoft IIS ManagementSecurity Hardening and ComplianceAWS Cloud Services KnowledgePowerShell Scripting

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Microsoft Windows Server 2016Microsoft Windows Server 2019Microsoft IISSSL/TLS AdministrationSecurity Configuration and STIGsDataDog MonitoringAWS EC2AWS Systems ManagerPowerShell ScriptingTerraform

Soft Skills

Strong Written CommunicationStrong Verbal Communication

Tools & Technologies

DataDogSolarWindsSplunkAWS CloudFormationAgile Project ManagementJira

Certifications & Qualifications

Microsoft Certified: Windows Server Hybrid AdministratorAWS Certified Security SpecialtyCompTIA Security+CompTIA Server+

Industry Keywords

FISMA ComplianceNIST SP 800-53DISA STIGsFederal Cloud InfrastructureATO Package DevelopmentC&A ActivitiesSection 508 Accessibility

Tech Stack

Tools & technologies

AWSCloudEC2SplunkTerraform

About the role

Key responsibilities & impact

Administer, patch, and maintain Microsoft Windows Server environments within an AWS-hosted Federal cloud infrastructure
Configure, manage, and optimize Microsoft IIS web servers, including application pools, bindings, SSL/TLS certificates, and site-level configurations
Apply security hardening measures aligned with DISA STIGs, NIST SP 800-53 controls, and agency-specific security policies
Monitor Windows Server and IIS health, performance, and availability using DataDog; triage and resolve incidents according to SLA tiers
Coordinate with DevOps engineering on Windows infrastructure activities, CI/CD pipeline integration, IaC support, and automated deployment workflows
Support FISMA compliance, vulnerability management, IAVA remediation, security documentation, and audit artifacts
Respond to critical infrastructure incidents within established SLA response windows, including 12-hour acknowledgment for Critical/High-tier issues; participate in on-call rotation as needed
Maintain runbooks, SOPs, and system documentation
Coordinate planned maintenance windows and communicate impacts and downtime schedules to program leadership and Government stakeholders
Support onboarding and environment preparation for Day 1 operational readiness
Support a federal cloud hosting and enterprise architecture program modernizing legacy applications for the Department of the Interior and subordinate bureaus

Requirements

What you’ll need

Bachelor's degree and 10 years professional experience, or a Master's degree and 8 years professional experience, or an Associate's degree and 12 years professional experience, or a high school diploma/equivalent and 14 years professional experience
U.S. Citizenship required
Ability to obtain and maintain a Public Trust clearance
5+ years of hands-on experience administering Microsoft Windows Server environments (2016, 2019+)
3+ years of experience managing Microsoft IIS web servers, including application pool management, site configuration, SSL/TLS administration, and performance tuning
Experience applying security configurations and STIGs to Windows Server environments in Federal or regulated environments
Familiarity with NIST SP 800-53 security controls and FISMA compliance requirements
Experience with enterprise monitoring tools such as DataDog, SolarWinds, Splunk, or equivalent
Working knowledge of AWS cloud services relevant to Windows workloads, including EC2, Systems Manager, S3, and CloudWatch
Proficiency with PowerShell scripting
Strong written and verbal communication skills
Microsoft Certified: Windows Server Hybrid Administrator strongly preferred
Experience in Federal civilian agency IT environments preferred
Familiarity with Terraform or AWS CloudFormation preferred
Experience integrating Windows Server patching and compliance into CI/CD pipelines preferred
Knowledge of AWS Managed Services and hybrid cloud architectures preferred
Exposure to Agile project management environments, Jira, and sprint-based workflows preferred
AWS Certified Security Specialty, CompTIA Security+, CompTIA Server+, or equivalent security certification preferred
Prior experience supporting or contributing to ATO package development or C&A activities preferred
Familiarity with Section 508 accessibility requirements preferred

Benefits

Comp & perks

Potential eligibility for overtime
Potential eligibility for shift differential
Potential eligibility for a discretionary bonus
Fully remote work