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Remote Windows Systems Administrator Jobs in Wisconsin

Endries

Systems Administrator

Brillion, WI · On-site +1

We're seeking a Systems Administrator to ensure the seamless operation of our IT infrastructure. In ... Experience with Windows and Linux operating systems * Familiarity with virtualization technologies ...

Standard Imaging Inc

IT Manager

Middleton, WI · Remote

$97K - $119K/yr

... Systems Administration * Provide day-to-day IT administration and support for onsite and remote ... Administer Microsoft Active Directory, Group Policy, Privileged Access Management, and Windows ...

Everlight Solar

Salesforce Administrator

Milwaukee, WI · Remote

$80K - $100K/yr

This will be a full-time, work-from-home "remote" position. Must own a Mac computer and be fluent ... systems and processes Requirements: * Minimum two years of experience as a Salesforce.com ...

Everlight Solar

Salesforce Administrator

Madison, WI · Remote

$80K - $100K/yr

This will be a full-time, work-from-home "remote" position. Must own a Mac computer and be fluent ... systems and processes Requirements: * Minimum two years of experience as a Salesforce.com ...

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All JobsWindows Systems Administrator JobsRemote Windows Systems Administrator JobsRemote Windows Systems Administrator Jobs in Wisconsin

Remote Windows Systems Administrator information

See Wisconsin salary details

$54.5K

$96.9K

$131.7K

How much do remote windows systems administrator jobs pay per year?

As of Jul 26, 2026, the average yearly pay for remote windows systems administrator in Wisconsin is $96,854.00, according to ZipRecruiter salary data. Most workers in this role earn between $79,700.00 and $111,500.00 per year, depending on experience, location, and employer.

What does a Remote Windows Systems Administrator do?

A Remote Windows Systems Administrator manages and supports Windows-based servers, networks, and systems from a remote location. Their responsibilities include installing, configuring, and maintaining Windows servers, monitoring system performance, troubleshooting issues, and ensuring security compliance. They also handle tasks such as user account management, backup and recovery, and software updates. Communication with onsite teams and end-users is often required to resolve problems and ensure smooth IT operations.

How much do Windows system administrators make?

Windows systems administrators typically earn between $60,000 and $100,000 annually, depending on experience, certifications, and location. Entry-level positions may start lower, while experienced administrators with certifications like MCSE can earn higher salaries, especially in larger organizations or with specialized skills such as PowerShell scripting or Active Directory management.

Is sysadmin a stressful job?

A remote Windows Systems Administrator role can be stressful due to the need to ensure system uptime, troubleshoot issues quickly, and manage security risks. The job often requires handling urgent problems, working under pressure, and maintaining certifications like CompTIA or Microsoft Certified: Windows Server, which can contribute to stress levels.

How can I make $100,000 a year working from home?

A Remote Windows Systems Administrator can earn $100,000 annually by gaining advanced certifications like Microsoft Certified: Windows Server, developing specialized skills in cloud platforms, and gaining experience in enterprise environments. High-paying remote roles often require strong troubleshooting, scripting, and security knowledge, along with a proven track record of managing complex systems remotely.

What is the difference between Remote Windows Systems Administrator vs Remote Network Administrator?

AspectRemote Windows Systems AdministratorRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and system securityManaging network infrastructure, routers, switches, and connectivity
Employer & Industry UsageIT departments, data centers, cloud servicesTelecommunications, enterprise networks, ISPs

Remote Windows Systems Administrators focus on managing and maintaining Windows server environments, ensuring system security and performance. In contrast, Remote Network Administrators oversee network infrastructure, troubleshooting connectivity issues and configuring network devices. While both roles require networking knowledge, the Windows Systems Administrator specializes in server OS and related services, making their skills more aligned with server management and security.

How does a Remote Windows Systems Administrator typically collaborate with on-site IT teams and end users?

As a Remote Windows Systems Administrator, you will frequently collaborate with on-site IT staff and end users through a combination of communication tools such as email, instant messaging, and video conferencing. You may assist with troubleshooting, deploying updates, and managing user permissions, often requiring clear documentation and effective remote support skills. Building strong relationships and maintaining timely communication are essential for resolving issues efficiently and ensuring system reliability, despite not being physically present. This role often involves participating in team meetings, coordinating on projects, and sometimes working outside standard hours to accommodate system maintenance or urgent incidents.

Will AI replace sysadmin jobs?

AI is increasingly used to automate routine tasks in Windows systems administration, such as monitoring, patch management, and troubleshooting. However, the role of a Windows Systems Administrator involves complex problem-solving, system design, and user support that require human oversight and expertise, making complete replacement unlikely in the near term.

What are the key skills and qualifications needed to thrive as a Remote Windows Systems Administrator, and why are they important?

To thrive as a Remote Windows Systems Administrator, you need expertise in Windows Server administration, network management, troubleshooting, and a solid understanding of security best practices, usually backed by a degree in IT or related certifications like Microsoft Certified: Windows Server or Azure Administrator. Familiarity with tools such as Active Directory, PowerShell, virtualization platforms, and remote monitoring systems is essential. Strong problem-solving skills, attention to detail, and effective communication are crucial soft skills for managing systems and collaborating with remote teams. These skills ensure reliable system performance, secure network environments, and timely resolution of technical issues in a distributed work setting.
What are popular job titles related to Remote Windows Systems Administrator jobs in Wisconsin? For Remote Windows Systems Administrator jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Remote Windows Systems Administrator jobs in Wisconsin look for? The top searched job categories for Remote Windows Systems Administrator jobs in Wisconsin are:
What cities in Wisconsin are hiring for Remote Windows Systems Administrator jobs? Cities in Wisconsin with the most Remote Windows Systems Administrator job openings:
Remote Windows Systems Administrator jobs near you
Infographic showing various Remote Windows Systems Administrator job openings in Wisconsin as of July 2026, with employment types broken down into 1% As Needed, 82% Full Time, 13% Part Time, 2% Temporary, and 2% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution, with an average salary of $96,854 per year, or $46.6 per hour.

Systems Administrator

Endries

Brillion, WI • On-site, Remote

Full-time

Posted 16 days ago

Job description

We're seeking a Systems Administrator to ensure the seamless operation of our IT infrastructure. In this hands-on role, you'll maintain hardware, software, and network systems, troubleshoot issues, and implement new solutions that keep our organization running efficiently.
If you enjoy solving technical challenges, collaborating with a team, and keeping systems secure, this role is a great opportunity to grow your IT career.
What You'll Do
  • Install, configure, and maintain servers, desktops, laptops, and network devices
  • Monitor system performance and troubleshoot alerts or issues proactively
  • Perform routine maintenance tasks, including backups, updates, and patches
  • Maintain accurate documentation of system configurations, processes, and procedures
  • Manage user accounts, permissions, and access controls
  • Collaborate with IT team members to identify and resolve system issues
  • Implement hardware and software solutions to meet organizational needs
  • Provide end-user support for hardware, software, and network problems
  • Conduct security audits and implement measures to protect company data
  • Participate in special IT projects as assigned
What You Bring
  • Strong knowledge of computer hardware, software, and networking
  • Experience with Windows and Linux operating systems
  • Familiarity with virtualization technologies (VMware, XenServer)
  • Knowledge of Active Directory, SCCM, Exchange, PowerShell, Cisco Networking, and Citrix
  • Ability to troubleshoot complex IT issues and communicate solutions to non-technical users
  • Understanding of security best practices and experience implementing security measures
  • Relevant certifications a plus: AWS Cloud, MCSE, RHCE, CCNA, CompTIA
Education & Experience
  • Associate's degree in IT required; Bachelor's degree preferred
  • 3-5 years of experience in a Systems Administrator or similar IT role
Why You'll Like This Role
  • Hands-on experience across servers, networks, and virtualization platforms
  • Opportunity to work on critical IT systems that impact the entire organization
  • Collaborative IT team and supportive environment
  • Room for professional growth and certification opportunities

About Endries International Inc.
Endries International, Inc. is a leading distributor of fasteners and other class "c" commodities and provider of Vendor Managed Inventory (VMI) solutions for original equipment manufacturers (OEM's) worldwide. Learn more: www.endries.com
Endries International is an equal opportunity employer. All qualified applicants will be considered for employment without attention to his or her race, color, religion, sex, sexual orientation, age, national origin, marital status, pregnancy, veteran status or because of a disability that does not prevent the individual from performing the essential functions of his or her job, as well any other legally protected class status.
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.

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