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Windows System Administrator Jobs

Welcome to our vast selection of high paying Windows System Administrator jobs. Here at Ladders, we combine opportunities from reputable …

1,000+ Windows System Administrator Jobs in Annapolis, MD

$ Average salary: 132,795

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  • Infrastructure Engineer - Field Systems Support

    Unlock potential by providing hands-on technical support for infrastructure systems across remote and field locations. This role requires expertise in network troubleshooting, system upgrades, and documentation while working within a cybersecurity framework.
    Requirements: Bachelor's degree; 8+ years IT/cybersecurity experience; network troubleshooting
  • Cloud System Architect 2 - Terraform/AWS/Ansible/DevOps

    $130K — $270K *Annapolis, MD (Anne Arundel County)In-Person
    Grow your career with an innovative team focused on cloud architecture. Utilize your expertise to design and implement cutting-edge solutions that enhance operational capabilities and deliver exceptional value across the organization.
    Requirements: Top Secret/SCI clearance, B.S. in Computer Science, 9 yrs exp., cloud cert.
  • Senior Cloud Engineer

    $120K — $150K *Fairfax, VA (Fairfax County)In-Person
    Elevate your career by designing and maintaining secure cloud infrastructures that enable mission-critical applications within the Department of War's AI-First strategy, ensuring compliance and operational readiness across sensitive environments.
    Requirements: Secret clearance, 10-12 years cloud engineering, AWS proficiency, IAC tools.
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    Senior Cloud Engineer

    Engineer resilient cloud infrastructures supporting mission-critical operations. Collaborate with various teams to ensure compliance, security, and performance standards are met across multiple classified environments within the Department of War.
    Requirements: Secret clearance, 10-12 years cloud engineering experience, AWS proficiency, IAC automation.
  • Cloud Engineer (Sign-On Bonus)

    $256K — $300K *Hanover, MD (Howard County)In-Person
    Architect innovative cloud-based geolocation solutions, enhancing capabilities for decision-makers and warfighters globally. Drive system design, testing, and deployment while collaborating in all phases of the systems engineering life cycle.
    Requirements: Bachelor's degree in related field; 20 years SE experience; TS/SCI w Poly.
  • Cloud Engineer (Sign-On Bonus)

    $256K — $300K *Hanover, MD (Howard County)In-Person
    Join a team that's enhancing cloud-based geolocation solutions, where you can leverage your systems engineering expertise to support decision makers worldwide in a dynamic and impactful environment.
    Requirements: Bachelor's degree or 20 years SE experience; TS/SCI w Poly required.
  • Senior VDI Engineer

    $100K — $130K *Springfield, VA (Fairfax County)In-Person
    Analyze and enhance Virtual Desktop Infrastructure (VDI) systems to provide advanced support and optimization, ensuring seamless performance across diverse environments while collaborating with cross-functional teams in the Intelligence Community.
    Requirements: BS degree or equivalent + 5+ years VDI/Citrix experience; TS/SCI clearance.
  • Windows System Administrator, Mid-Level

    Empower mission success by administering Windows systems in DoD environments. Leverage your expertise to enhance security, ensure compliance, and support critical operations within regulated and classified networks.
    Requirements: 5-10 yrs Windows SysAdmin, Security+ CE, Windows Server 2016+, DISA STIGs.
  • Senior AI Platform Engineer, Core Cloud Engineering

    $110K — $140K *US-AnywhereRemote in United States
    Unlock potential by driving AI integration into software engineering workflows. Lead the strategy and execution of LLM inference systems, advancing productivity and efficiency across the organization. Innovate while collaborating cross-functionally.
    Requirements: Experience with LLM inference systems, Docker, GitLab CI/CD, solid coding skills.
  • Secure Infrastructure Engineer

    $150K — $180K *Herndon, VA (Fairfax County)In-Person
    Lead the charge in designing secure baseline images and automating deployments, ensuring compliance and operational functionality for critical medical technology systems while collaborating with engineering teams and managing container security.
    Requirements: Bachelor's in IT Security; 4+ years in Systems Engineering; Windows admin expertise; US Citizenship required.
  • Staff AI/ML Infrastructure Engineer

    $145K — $160K *US-AnywhereRemote in United States
    Join us to drive the design and performance of cutting-edge AI infrastructure. Leverage your expertise in GPU systems and automation to enhance reliability and scalability of platforms that power next-generation AI workloads.
    Requirements: 5+ years in bare metal infrastructure; strong Linux; GPU systems expertise.
  • Enterprise - Senior System Engineer - LUN, NetApp, VMware

    $200K — $220K *Annapolis Junction, MD (Howard County)In-Person
    Engineer and optimize storage solutions in a dynamic team, focusing on provisioning, backup, and cloud services, while ensuring compliance with security protocols and delivering operational excellence across varied environments.
    Requirements: Bachelor's degree or 14 years SE experience, LUN, NetApp, VMware, Linux
  • Cloud DevSecOps Engineer

    $133K — $166K *US-AnywhereRemote
    Join a team that's dedicated to revolutionizing cloud security by developing robust CI/CD pipelines and automating key tasks with best practices, ensuring quality and compliance across all cloud deployments.
    Requirements: High School Diploma, 8 years IT experience; DevSecOps and cloud skills.
  • Senior Site Reliability Engineer, Core Cloud Engineering

    $120K — $130K *US-AnywhereRemote in United States
    Optimize reliability and performance of cloud infrastructure through automation, incident response, and collaboration. Drive innovation in distributed systems and infrastructure management to enhance service quality for millions of users globally.
    Requirements: Degree in Computer Science or related field; 5+ years SRE experience; expertise in KVM.
  • DevOps Engineer

    $90K — $130K *Mclean, VA (Fairfax County)In-Person
    Lead the development of a secure data ecosystem that aligns with strategic goals. Collaborate across teams to optimize data capabilities, ensuring quality and efficiency in deploying cutting-edge solutions for enterprise-level projects.
    Requirements: Bachelor's degree, 5+ years DevOps, AWS, CI/CD, Python, PostgreSQL, Git, TS/SCI clearance.
  • Infrastructure Engineer

    $90K — $130K *Annapolis Junction, MD (Howard County)In-Person
    Join a team that's driving innovation in infrastructure software for High Performance Computing (HPC) environments. You'll automate processes and enhance systems, working with cutting-edge technologies to ensure secure and efficient operations.
    Requirements: Top Secret clearance, Linux CLI, Bash, Python, Ansible, Git experience required.
  • Cloud Engineer (RPA)

    $90K — $130K *Arlington, VA (Arlington County)In-Person
    Unlock potential by driving the design, development, and deployment of RPA workflows, integrating cloud solutions, and ensuring smooth operations within a collaborative team environment for government projects.
    Requirements: Bachelor's in related field, 5 yrs experience, RPA expertise, cloud knowledge.
  • Senior VMware Engineer

    Unlock potential by leading the architecture and optimization of secure VMware environments, ensuring mission-critical operations within classified infrastructures while collaborating with diverse technical teams.
    Requirements: Active TS/SCI clearance, 12+ yrs IT experience, VMware expertise in classified environments.
  • Senior Site Reliability Engineer, Infrastructure

    $125K — $135K *US-AnywhereRemote in United States
    Join us to shape the future of cloud infrastructure by building and owning the observability pipeline for our datacenter hardware. This role requires refining raw telemetry into actionable insights critical for operational excellence.
    Requirements: 5+ years in site reliability; expertise in Grafana, Linux, Terraform.
  • Systems Administrator

    $90K — $120K *Herndon, VA (Fairfax County)In-Person
    Join a team that's pioneering systems administration by enhancing and troubleshooting Windows environments, Azure services, and desktop applications, while fostering innovation through automation and efficient support processes.
    Requirements: Bachelor's required; 11+ years experience in Windows systems, Azure, PowerShell.
  • Systems Administrator

    $75K — $95K *Fort Belvoir, VA (Fairfax County)In-Person
    Transform government missions by providing critical systems administration, support, and problem resolution for IT systems, ensuring secure and efficient operations while contributing to the nation's cyber defense initiatives.
    Requirements: Bachelor's degree, 5+ years exp, Security+ cert within 90 days, TS clearance.
  • Data Center Project Manager

    $90K — $130K *US-AnywhereRemote in United States
    Manage global site selection efforts to drive data center expansion. Oversee the full lifecycle, ensuring alignment across cross-functional teams while mitigating risks and optimizing processes in a dynamic, fast-paced environment.
    Requirements: 10+ years in project management, CRM tools, travel up to 70% required.
  • 4263 Virtualization Administrator

    $100K — $130K *Reston, VA (Fairfax County)In-Person
    Lead the charge in managing and optimizing virtualization environments while providing expert support in system administration, scripting, and infrastructure changes to enhance operational efficiency.
    Requirements: Bachelor's degree, 8 years experience, CompTIA Security+, PowerShell/Bash scripting.
  • Senior Manager, Platform, Lifecycle, & Troubleshooting

    $120K — $140K *US-AnywhereRemote in United States
    Reimagine cloud infrastructure by leading a talented team in complex technical troubleshooting and lifecycle management for a high-performance server fleet, ensuring optimal uptime and performance across advanced systems.
    Requirements: 8+ years in Linux systems, cloud infrastructure, strong scripting skills, degree.
  • Deployment Engineer

    Accelerate progress at customer sites by deploying and troubleshooting Kubernetes-based environments across diverse infrastructures, tackling complex challenges while collaborating with engineering teams to enhance solutions and steer deployments to success.
    Requirements: Kubernetes expertise, AWS EKS experience, Terraform skills, strong communication.
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Infrastructure Engineer - Field Systems Support

Company Name
$90K — $120K *
Washington, DC 20011
In-Person
Information Technology
8 - 10 years of experience
Job Description

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FAQ About Windows System Administrator Jobs in Annapolis, MD

What's the average salary for a Windows System Administrator?

While the salary can vary greatly depending on the industry and location, Windows System Administrators can generally expect a salary of $100,000 or more on Ladders.

What are key skills for Windows System Administrators?

Essential skills include proficiency in Windows Server, Active Directory, PowerShell scripting, and networking. Communication, problem-solving abilities and keen attention to detail also align with the role's demands.

Do I need special certifications to be a Windows System Administrator?

While not always mandatory, possessing certifications like MCSA or MCSE can demonstrate your proficiency and dedication, which could give you a competitive edge.

Where can I find Windows System Administrator jobs that pay well?

Your journey to find high paying Windows System Administrator jobs starts right here at Ladders. We host jobs that pay $100,000 and above. Explore and find the perfect fit for your next career move.