Windows Systems Engineer Jobs

Discover Windows Systems Engineer opportunities with leading employers on Ladders. These professionals design, deploy, secure, and maintain Windows-based infrastructure that supports business-critical applications and services. Explore vetted positions paying $100,000 or more, from senior systems engineering roles to enterprise infrastructure leadership.

What Windows Systems Engineers Do

Windows Systems Engineers build and manage reliable IT environments across on-premises data centers, cloud platforms, and hybrid networks. Common responsibilities include administering Windows Server, managing Active Directory and identity services, troubleshooting complex infrastructure issues, improving system availability, and planning upgrades and migrations.

Skills and Technologies Employers Seek

Employers often look for deep experience with Windows Server, PowerShell, Active Directory, Group Policy, DNS, DHCP, virtualization, and endpoint management. Depending on the organization, roles may also involve Azure, Microsoft 365, cloud infrastructure, configuration management, monitoring, backup and recovery, cybersecurity controls, and compliance. Automation, clear communication, and strong problem-solving skills are valuable across senior-level positions.

Career Paths and Opportunities

Windows Systems Engineers can advance into senior or lead engineering roles, infrastructure architecture, cloud engineering, security engineering, or IT management. Opportunities span industries that depend on secure, highly available technology environments, including finance, healthcare, government, technology, and professional services. Browse Ladders to find high-paying roles aligned with your technical expertise and career goals.

Find Windows Systems Engineer Jobs on Ladders

Ladders focuses on vetted professional opportunities with salaries of $100,000 or more. Explore Windows Systems Engineer listings, compare role requirements, and identify employers seeking experienced professionals to modernize and protect their infrastructure.

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$150K - $185K *

Champion the development of high-trust engineering teams while managing intake, capacity planning, and operational excellence. Drive delivery and foster collaboration across functions to meet evolving...

CanadaRemote

Today

  •   Less than 5 years exp.  •   Enterprise Technology

$130K - $200K *

Transform your career by designing and deploying AI agents that enhance business workflows. Collaborate with stakeholders to drive measurable outcomes through innovative solutions and mentorship in a...

New York, NYRemote

1 week ago

  •   Less than 5 years exp.  •   Enterprise Technology

$120K - $145K *

Join a dynamic team to lead connectivity projects for leased data centers, ensuring compliance with standards and managing cross-functional collaboration from site assessment to operational handoff. D...

United StatesRemote

Today

  •   5 - 7 years exp.  •   Enterprise Technology

$122K - $211K *

Join a dynamic team as a DevOps Engineer, enhancing cloud infrastructure and CI/CD pipelines. Collaborate with developers and cybersecurity experts to ensure reliable software delivery and operational...

United StatesRemote

1 week ago

  •   5 - 7 years exp.  •   Business Services

$110K - $130K *

Join a top-tier Sales Engineering team to drive complex cybersecurity solutions. Partner with key stakeholders, leverage your expertise in AI-driven security, and cultivate relationships to redefine e...

San Francisco, CARemote

Reposted 2 weeks ago

  •   Less than 5 years exp.  •   Information Technology

$100K - $120K *

Lead the charge in developing high-quality applications by collaborating with team members to align on business and technical requirements, ensuring timely delivery of effective solutions in a dynamic...

RemoteRemote

Reposted 5 days ago

  •   Less than 5 years exp.  •   Enterprise Technology

$91K - $163K *

Elevate your career by designing and deploying innovative software solutions. Collaborate with cross-functional teams to enhance developer tooling and automate workflows using modern technologies in a...

San Diego, CARemote

Yesterday

  •   Less than 5 years exp.  •   Healthcare

$91K - $163K *

Drive innovation by designing and deploying enterprise data applications. Collaborate across teams to enhance our technology ecosystem while tackling complex challenges in a flexible remote environmen...

Eden Prairie, MNRemote

Yesterday

  •   Less than 5 years exp.  •   Healthcare

$91K - $163K *

Accelerate progress at the forefront of software engineering by designing, building, and deploying innovative tools that enhance automation and streamline developer workflows using modern technologies...

San Diego, CARemote

2 days ago

  •   Less than 5 years exp.  •   Healthcare

$106K - $198K *

Create innovative data solutions by delivering full-stack capabilities across the data lifecycle. Collaborate with teams to design, implement, and optimize data processing pipelines that ensure accura...

Stratford, CTRemote

Yesterday

  •   Less than 5 years exp.  •   Aerospace & Defense

$160K - $185K *

Join us to lead a dynamic team of DevOps, MLOps, and DataOps engineers, driving innovation across our multi-cloud platform. You'll mentor talent, set technical standards, and remain hands-on in engine...

United StatesRemote

1 week ago

  •   8 - 10 years exp.  •   Information Technology

$125K - $150K *

Shape the future of money movement by leading innovative software solutions that enhance payroll systems for thousands of businesses. Collaborate across teams to build effective, scalable systems that...

RemoteRemote

3 weeks ago

  •   5 - 7 years exp.  •   Enterprise Technology

$120K - $145K *

Grow with us as you manage and scale cutting-edge infrastructure, ensuring optimal performance for a rapidly expanding system serving millions of requests daily. Collaborate in a hands-on role where y...

United StatesRemote

Reposted 2 weeks ago

  •   5 - 7 years exp.  •   Information Technology

$80K - $100K *

Collaborate with cross-functional teams to implement and configure innovative solutions on a risk and compliance platform, ensuring customer success through expertise and effective communication in a...

United StatesRemote

Reposted 2 weeks ago

  •   5 - 7 years exp.  •   Enterprise Technology

$109K - $159K *

Lead the charge in administering cutting-edge cloud technologies, focusing on AWS and Linux systems. Collaborate with development teams to enhance CI/CD pipelines while ensuring system security and re...

United StatesRemote

Today

  •   8 - 10 years exp.  •   Aerospace & Defense

$185K - $297K *

Shape the future of scalable systems by leading architectural vision and execution. Drive complex projects from concept to launch, collaborating with cross-functional teams to enhance engineering prac...

United StatesRemote

6 days ago

  •   11 - 15 years exp.  •   Information Technology

$187K - $250K *

Transform enterprise IT asset disposition by leading cross-functional teams to optimize technical solutions, commercial strategies, and pricing models, ensuring seamless execution and maximizing reven...

Massachusetts, USRemote

Today

  •   8 - 10 years exp.  •   Business Services

$199K - $260K *

Champion the development of robust data ingestion pipelines, transforming pentest results into actionable insights. Collaborate with cross-functional teams to ensure seamless data flow and operational...

United StatesRemote

1 week ago

  •   5 - 7 years exp.  •   Information Technology

$120K - $125K *

Lead the charge in managing complex projects for a federal data analytics platform, ensuring operational excellence through effective communication, risk management, and collaboration across teams whi...

Virginia, USRemote

4 weeks ago

  •   5 - 7 years exp.  •   Information Technology

$170K - $180K *

Lead the charge in overseeing complex software development initiatives, driving Agile sprint teams, and ensuring seamless integration of web services and databases to meet organizational goals while e...

United StatesRemote

3 weeks ago

  •   8 - 10 years exp.  •   Finance & Insurance

$104K - $166K *

Join a team that's dedicated to modernizing and optimizing AI workflows in multi-cloud environments. Drive incident management, platform engineering, and mentoring within a complex Kubernetes landscap...

United StatesRemote

3 weeks ago

  •   5 - 7 years exp.  •   Aerospace & Defense

$135K - $160K *

Lead the development and deployment of cutting-edge AI infrastructure programs, coordinating cross-functional teams and managing complex schedules to ensure successful execution from planning to produ...

Bellevue, WARemote

Reposted 3 weeks ago

  •   5 - 7 years exp.  •   Staffing

$135K - $160K *

Partner with us to guide customers on their AWS cloud journey, delivering strategic insights and hands-on technical support in application architecture, migration, and ensuring cloud service efficienc...

Virginia Beach, VARemote

3 weeks ago

  •   11 - 15 years exp.  •   Information Technology

$125K - $150K *

Join a team that's pioneering AI solutions in cloud architectures. You'll design secure, scalable infrastructures within AWS/Azure, optimize performance, and drive innovations in SecDevOps for vital g...

United StatesRemote

Reposted 1 week ago

  •   Less than 5 years exp.  •   Information Technology

$110K - $130K *

Innovate and implement robust disaster recovery solutions for enterprise DevOps, ensuring critical infrastructure recoverability. Oversee Jenkins, Bitbucket, and JFrog Artifactory environments while e...

United StatesRemote

6 days ago

  •   Less than 5 years exp.  •   Enterprise Technology

Frequently Asked Questions (FAQ)

  • What does a Windows Systems Engineer do?question toggle

    A Windows Systems Engineer designs, deploys, and supports Windows-based infrastructure. Responsibilities can include Windows Server administration, Active Directory management, automation, security, troubleshooting, and cloud or hybrid environment support.

  • What skills are commonly required for Windows Systems Engineer jobs?question toggle

    Common requirements include Windows Server, PowerShell, Active Directory, Group Policy, DNS, DHCP, virtualization, and infrastructure troubleshooting. Some roles also ask for Azure, Microsoft 365, endpoint management, cloud automation, or security and compliance experience.

  • How can I qualify for a senior Windows Systems Engineer role?question toggle

    Senior roles typically call for substantial hands-on experience managing enterprise environments, solving complex infrastructure problems, and improving reliability and security. Demonstrating automation expertise, cloud or hybrid infrastructure experience, and the ability to lead projects can strengthen your candidacy.

  • What career paths can follow a Windows Systems Engineer role?question toggle

    Potential paths include senior or lead systems engineering, infrastructure architecture, cloud engineering, security engineering, and IT management. The best direction depends on your interests and experience with infrastructure, cloud platforms, security, or team leadership.

  • Are Windows Systems Engineer jobs on Ladders high-paying?question toggle

    Ladders features vetted professional jobs paying $100,000 or more. Salary and eligibility vary by employer, location, seniority, and role requirements, so review each listing for details.