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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 …

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

$ Average salary: 132,795

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  • AWS Cloud Engineer

    $100K — $130K *Arlington, VA (Arlington County)In-Person
    4 days ago
    Transform cloud infrastructure by partnering with us to design, build, and optimize scalable AWS environments and CI/CD pipelines. Leverage your expertise in automation and security to enhance operations for critical government services.
    Requirements: Active DoD TS/SCI clearance, BA/BS, 8-12 years IT experience, IAT II cert.

  • Cloud Engineer

    $100K — $140K *Arlington, VA (Arlington County)In-Person
    1 week ago
    Optimize and innovate cloud-centric architectures and automation, enhancing cybersecurity capabilities for mission-critical U.S. Government environments. Collaborate with stakeholders to ensure the deployment of reliable, efficient, and automated workflows.
    Requirements: U.S. Citizenship, Active Secret Clearance, Bachelor's in IT, 8+ years experience.

  • Senior Cloud Engineer

    $125K — $188K *US-AnywhereRemote in United States
    2 weeks ago
    Engineer and build scalable enterprise applications and cloud-native solutions in Microsoft Azure, leveraging modern engineering practices and DevSecOps principles to enhance application performance and security across cloud environments.
    Requirements: Bachelor’s degree, 8–10 years experience, Java/Python expertise, Azure skills.
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    Enterprise Cloud Modernization Architect

    $120K — $150K *US-AnywhereRemote in Maryland, US
    1 week ago
    Empower your career by spearheading the transition to modern, cloud-native architectures, integrating legacy systems with AWS, Azure, and on-prem solutions to establish a scalable, secure application ecosystem for enhanced operational efficiency.
    Requirements: 10+ years of architecture experience; expertise in AWS, Azure; relevant certifications.

  • Senior Cloud Engineer

    $120K — $150K *Arlington, VA (Arlington County)In-Person
    3 weeks ago
    Pioneer cloud solutions by leading the design and execution of self-service platforms that enhance operational efficiency, drive DevOps adoption, and empower application teams within a collaborative, agile environment.
    Requirements: 5+ years in cloud engineering; AWS expertise; coding in PHP, JS, Python, SQL.

  • Mid-Level DevOps Engineer

    $90K — $120K *Reston, VA (Fairfax County)In-Person
    1 month ago
    Unlock potential by shaping the integration of application development and infrastructure automation, driving deployment orchestration while enhancing backend service reliability and scalability in a collaborative environment.
    Requirements: Bachelor's in software engineering, 3+ years experience, proficiency in Docker.

  • Cloud Operations Engineer

    $110K — $127K *US-AnywhereRemote in United States
    3 weeks ago
    Deliver top-notch cloud operations support by managing client onboarding and IT system migrations across Microsoft Azure, AWS, and Linux environments. Collaborate with clients to tailor solutions, troubleshoot issues, and ensure seamless implementation.
    Requirements: 7+ years of System Administration; MS Azure & AWS experience; Linux support.

  • Cloud Operations Engineer

    $110K — $127K *US-AnywhereRemote in United States
    3 weeks ago
    Optimize client onboarding by engaging in cloud technology deployments, migrations, and support services. Collaborate with project teams to design secure solutions, address infrastructure needs, and ensure seamless integration of Microsoft systems.
    Requirements: 7+ yrs in System Admin, expertise in Office 365, Azure, Intune. U.S. Citizen.

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    Cloud DevSecOps Engineer

    $100K — $130K *Washington, DC (District Of Columbia County)In-Person
    3 weeks ago
    Drive cloud security excellence by implementing robust controls for AWS environments, empowering cross-functional teams to enhance compliance and operational resilience while automating security measures to protect mission-critical systems.
    Requirements: 5+ yrs AWS cloud security exp, IAM/KMS, DevSecOps, security certs required.

  • Cloud DevSecOps Engineer

    $100K — $130K *Fort Washington, MD (Prince Georges County)In-Person
    3 weeks ago
    Contribute to the security and automation of AWS cloud environments, implementing controls and ensuring compliance for mission-critical systems. Collaborate with cross-functional teams to enhance cloud security and operational resilience.
    Requirements: 5+ yrs AWS cloud security, IAM, CI/CD, security tools, CISSP/CISM/CISA

  • Cloud Network Engineer

    $90K — $130K *Falls Church, VA (Fairfax County)In-Person
    2 weeks ago
    Join a team that's pivotal in shaping secure cloud networking for defense initiatives. Contribute to innovative projects, ensuring operational excellence and compliance across multiple classified environments, while supporting mission-critical applications.
    Requirements: Secret clearance; 3-10 years in cloud networking; experience with security baselines.

  • Cloud Network Engineer

    $90K — $130K *Fairfax, VA (Fairfax City County)In-Person
    2 weeks ago
    Join a team that's driving cloud networking solutions for the War Data Platform, ensuring secure and efficient operations across multiple classified environments while supporting mission-critical applications and collaboration within the Department of War.
    Requirements: Secret clearance, 3-10 years in cloud networking, network engineering, strong troubleshooting skills.

  • Cloud Network Engineer

    $90K — $130K *Arlington, VA (Arlington County)In-Person
    2 weeks ago
    Empower mission-critical operations by designing and sustaining cloud networking for advanced AI deployment across secure environments, ensuring robust connectivity and compliance in dynamic, classified infrastructures.
    Requirements: Secret clearance; 3-10 yrs cloud networking; AWS; strong troubleshooting skills.

  • Implementation Engineer

    $90K — $120K *Linthicum Heights, MD (Anne Arundel County)In-Person
    1 week ago
    Transform client experiences by leading seamless onboarding initiatives. You'll collaborate with teams to address technical needs, ensuring smooth project management and effective training for long-term success in cybersecurity solutions.
    Requirements: 3+ years in technical implementation; strong Linux, Windows, IP networking skills.

  • Senior Cloud Infrastructure Architect

    $120K — $160K *US-AnywhereRemote in United States
    1 week ago
    Grow your career with a leading cloud infrastructure team. This senior role involves designing, implementing, and managing robust Azure cloud solutions and supporting hybrid environments to drive enterprise transformation.
    Requirements: 9+ years cloud experience, strong Azure skills, Linux, Kubernetes, Terraform.

  • Cloud Software Engineer

    $175K — $200K *Fort George G Meade, MD (Anne Arundel County)In-Person
    3 weeks ago
    Design and develop cloud-based applications and services to support SIGINT and cyber solutions. Collaborate across front-end and back-end engineering, using modern technologies in a dynamic team environment.
    Requirements: TS/SCI clearance, BS in STEM, experience with Python, Docker, GitLab.

  • Systems Administrator 2 (CFG - 043)

    $75K — $95K *Fort George G Meade, MD (Anne Arundel County)In-Person
    1 week ago
    Take ownership of IT systems by implementing, troubleshooting, and maintaining infrastructure. Deliver Tier 1 and Tier 2 support while effectively managing problem resolution and escalation processes in a fast-paced environment.
    Requirements: 5 years as a system administrator; TS/SCI w/ Polygraph; VMWare, Windows

  • Technical Manager for Cloud Systems

    $130K — $155K *US-AnywhereRemote in United States
    3 weeks ago
    Champion cloud engineering excellence by leading teams in architecting, designing, and deploying robust multi-cloud infrastructures while ensuring operational reliability and security compliance for federal initiatives.
    Requirements: Bachelor's degree + 8+ years in cloud ops; skills in AWS, Azure, IaC, CI/CD.

  • IaC DevOps Software Engineer

    $100K — $130K *Annapolis, MD (Anne Arundel County)In-Person
    1 week ago
    Unlock potential by driving automation and efficiency through developing robust Infrastructure as Code solutions in a dynamic DevOps environment, enhancing reliability with CI/CD practices and cutting-edge technologies.
    Requirements: Top Secret clearance, Linux CLI, Bash/Python scripting, IaC, CI/CD tools.

  • DevSecOps Engineer SME

    $120K — $150K *Falls Church, VA (Fairfax County)In-Person
    1 week ago
    Engage in leading-edge DevSecOps initiatives to optimize and secure enterprise-wide data integration, enhancing operational resilience across multi-domain classified environments. Drive innovation in automation and collaboration within military settings.
    Requirements: 12+ years DevSecOps experience; IAT III certs; Secret clearance; CI/CD tools expertise.

  • DevSecOps Engineer

    $100K — $130K *Washington, DC (District Of Columbia County)In-Person
    3 days ago
    Unlock potential by joining a dynamic team to enhance DevSecOps capabilities, foster secure software delivery, and automate infrastructure in a cloud environment, driving modernization initiatives and supporting compliance across enterprise applications.
    Requirements: Bachelor's degree; 5+ years DevSecOps experience; Terraform, Ansible, CI/CD, Docker, Kubernetes.

  • System Administrator

    $80K — $98K *Washington, DC (District Of Columbia County)In-Person
    Reposted Yesterday
    Transform operational effectiveness by providing expert systems administration and support across key infrastructure platforms. Collaborate with cross-functional teams to ensure seamless IT operations and deliver exceptional service to users.
    Requirements: Bachelor's degree in IT or related field; 2-4 years sys admin experience; Public Trust.

  • Senior DevOps Engineer

    $131K — $271K *Reston, VA (Fairfax County)In-Person
    4 weeks ago
    Drive your career as a Senior DevOps Engineer, enhancing cloud environments through automation and collaboration with cross-functional teams while ensuring the security and reliability of our Sovereign Cloud operations.
    Requirements: Bachelor's in Computer Science; 5+ years in Cloud Delivery; strong automation skills.

  • Senior DevOps Engineer

    $131K — $271K *Reston, VA (Fairfax County)In-Person
    4 weeks ago
    Champion the evolution of cloud technologies by leading deployment automation and enhancing SAP Sovereign Cloud environments. Collaborate with diverse teams to ensure seamless operations and drive innovative solutions in a dynamic setting.
    Requirements: Bachelor's degree, 5+ years Cloud Delivery experience, CI/CD tools expertise.

  • Lead Cloud Platform Engineer

    $120K — $130K *US-AnywhereRemote in United States
    Reposted 5 days ago
    Lead the charge in building and optimizing AWS environments for our SaaS products. Collaborate with a dynamic team to ensure scalability, security, and compliance while automating deployments and enhancing performance in a cloud-first approach.
    Requirements: 3-5 years of cloud engineering, AWS certification, strong AWS core services experience

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AWS Cloud Engineer

Company Name
$100K — $130K *
Arlington, VA 22204
In-Person
Information Technology
8 - 10 years of experience
4 days ago
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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.