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Remote Windows Systems Administrator Jobs in Wisconsin

Systems Administrator

Madison, WI · On-site +1

$43 - $47/hr

Remote Work Option: This position may have the ability to work remotely up to 6 days per 2-week pay ... Experience administering Windows Server environments and supporting enterprise server ...

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 ...

IT Cloud/System Administrator

Madison, WI · On-site +1

$93K - $108K/yr

Introduction Lend your technical knowledge and skills support and maintain an array of systems and ... Remote work options are subject to change. Criminal histories : We also consider all qualified ...

New

Anaplan Administrator

Milwaukee, WI · On-site +1

$50 - $55/hr

Remote Pay Rate: $50 to $55/hr * We are seeking an experienced Anaplan Administrator with strong expertise in tenant administration, workspace management, user provisioning, role-based security ...

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 ...

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 ...

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Showing results 1-20

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 Aug 21, 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 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.

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 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.

What are the most commonly searched types of Windows Systems Administrator jobs in Wisconsin?

The most popular types of Windows Systems Administrator jobs in Wisconsin are:

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:

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

State of Wisconsin

Madison, WI • On-site, Remote

$43 - $47/hr

Full-time

Retirement, PTO

Posted 7 days ago


State Of Wisconsin rating

7.8

Company rating: 7.8 out of 10

Based on 129 frontline employees who took The Breakroom Quiz

21st of 50 rated states


Job description

Introduction
The Department of Agriculture, Trade and Consumer Protection ( DATCP ) works hard to protect and promote Wisconsin's agricultural industries and consumers. As an agency, we strive to serve the people of Wisconsin assuring: safe, wholesome food; consumer protection and fair business practices; animal and plant health; a clean environment; and strong agriculture and commerce. To successfully attain these goals, we recognize our success hinges on the diverse, high quality, dedicated staff we employ.
DATCP currently has an opening for a Systems Administrator position within the Division of Management Services, Bureau of Information Technology.
This position is located at the Prairie Oaks State Office Building situated on Madison's southeast side and a beautifully wooded and scenic hilltop venue. Our employees enjoy low-cost parking at the facility and are only minutes away from the Beltline Highway, Interstate 90 and Highway 51 for quick access to local restaurants, retail and service locations.
Remote Work Option: This position may have the ability to work remotely up to 6 days per 2-week pay period! An approved remote work agreement is required before an employee may work remotely. Approval of the employee's remote work agreement and work schedule will vary based on the operational needs of the Division. All DATCP employees who work remotely are required to live in Wisconsin.
Employee Benefits: This position offers the State of Wisconsin's excellent benefits package , which includes 19.5 days of paid time off to start, 9 paid holidays, accrued sick leave, multiple insurance options and an exceptional retirement plan!
By working for Wisconsin State Government, you may also be eligible for the Public Service Loan Forgiveness Program Please click the link for details.
Click here to see what working for the State of Wisconsin is all about!
This posting may be used to fill future similar vacancies.
Position Summary
This is a senior-level IT infrastructure position responsible for the design, administration, security, and lifecycle management of DATCP's mission-critical server, cloud, identity, and digital workforce platforms. This role delivers high-availability infrastructure services that underpin all agency business operations and is a key contributor to DATCP's modernization strategy, including hybrid cloud integration, Microsoft 365 expansion, Zero Trust security alignment, and future-state digital service delivery.
This position provides technical leadership across a broad portfolio of platforms, including Windows Server, Active Directory, Azure AD, M365 services, CRM, SharePoint, IIS, SQL, Citrix, endpoint management, and enterprise backup/disaster recovery systems. It is responsible for ensuring system reliability, security posture, regulatory compliance readiness, performance optimization, and continuity of agency operations during planned changes as well as unplanned disruptions.
Position Description
Salary Information
The classification of this position is IS Technical Services Specialist, which is in schedule-range 07-33 with a starting pay of $43.00 up to $47.00 per hour.
This position is not represented by a collective bargaining unit. A 12-month probationary period is required. Pay for current state employees will be set in accordance with the State Compensation Plan at the time of hire.
Job Details
At DATCP, we strive to deliver efficient and effective programs and services to Wisconsin agriculture, consumers, and businesses. The Department has numerous on-the-job training (OJT) opportunities, unique to each Bureau.
These OJT opportunities include direct experience and practice through collaboration with co-workers/supervisor, peer mentoring, and job-specific training modules.
Conditions of Employment:
DATCP does not sponsor work visas. Any appointment made will be contingent on the selected applicant being able to provide documentation of eligibility to work in the United States.
A criminal background check will be performed on the selected applicant prior to an offer of employment.
Possession of a valid driver's license or the ability to provide one's own transportation for work purposes, is required.
Occasional travel, including overnights may be required.
Qualifications
Minimally qualified candidates will have each of the following:
  • Experience administering Microsoft Active Directory Domain Services, including domain controllers, DNS, Group Policy, authentication, and related domain services.
  • Experience administering Windows Server environments and supporting enterprise server infrastructure.
  • Experience administering and integrating Microsoft enterprise platforms including M365, SharePoint, Dynamics CRM, SQL Server, and IIS.
  • Experience supporting enterprise networking technologies, including firewalls, load balancing, and WAN/LAN protocols, in secure network environments.
  • Experience using automation, scripting, and endpoint/configuration-management tools such as PowerShell, Intune, MECM, Group Policy.
  • Experience applying Zero Trust and NIST-aligned, or comparable cybersecurity principles to enterprise infrastructure and systems.

In addition to the minimum qualifications above, highly qualified candidates will have the following:
  • Experience administering or supporting Microsoft Dynamics AX, Dynamics CRM, or Dynamics 365.
  • Experience administering Laboratory Information Management Systems (LIMS) and/or network-connected laboratory or chemistry equipment.
  • Experience administering Citrix environments, including application virtualization and delivery.
  • Experience administering components of the Microsoft System Center suite (beyond endpoint configuration management.)

How To Apply
If viewing this posting on an external site (such as indeed.com, etc.), please visit Wisc.Jobs and search for this Job ID: #21757 to complete your application for this posting.
DATCP is an Equal Opportunity and Affirmative Action employer seeking a diverse and talented workforce. Veterans, women, people of color, LGBTQIA+, and people with disabilities are encouraged to apply. We provide reasonable accommodations to qualified applicants and employees with disabilities.
The State of Wisconsin offers a special program for qualified veterans with a 30% or greater service-connected disability. If you are a qualified veteran, please visit the Veterans Employment page for application instructions to be considered for the Veterans Non-Competitive Appointment program. For complete information on veterans hiring programs that may benefit you, please visit the Employment page on WDVA's website.
To be considered for this position, you will need to create an account (if you don't already have one) and apply online via the "Apply for Job" button listed on the top right of the job posting page. You will be required to upload a current resume and a letter of qualifications that clearly describes your qualifications and experience as they relate to the qualifications listed in this job posting. Review the applicant resources , including tips on how to write a resume and letter of qualifications.
Submitted application materials will be evaluated by one or more job experts. Candidates who are deemed eligible will be invited to participate in the next step of the selection process, starting with those candidates who are deemed most qualified.
For general Wisc.Jobs user information and technical assistance, please check the Frequently Asked Questions . Please address questions regarding the application process to Jensen Peterson, Jensen.peterson@wisconsin.gov
Deadline to Apply
The deadline to apply for this position is 11:59 p.m. on August 23, 2026.

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