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Remote Windows System Administrator Jobs in Madison, WI

Remote (Needs to travel to client site when required with your own expenses) Duration: Long term ... Skilled System Administrator with both Windows and Linux * Very strong skills with ESX/VMware ...

Remote (Needs to travel to client site when required with your own expenses) Duration: Long term ... System Management: Oversee the installation, configuration, and maintenance of mainframe hardware ...

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 ...

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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Showing results 1-20

Remote Windows System Administrator information

See Madison, WI salary details

$54.4K

$96.7K

$131.5K

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

As of Aug 6, 2026, the average yearly pay for remote windows system administrator in Madison, WI is $96,689.00, according to ZipRecruiter salary data. Most workers in this role earn between $79,600.00 and $111,300.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a remote Windows system administrator?

To thrive as a Remote Windows System Administrator, you need expertise in Windows Server administration, Active Directory, network protocols, and typically a degree in IT or related certifications like Microsoft Certified: Windows Server or Azure Administrator. Familiarity with tools such as PowerShell, Remote Desktop Services, VMware, and monitoring platforms is essential for managing and troubleshooting systems remotely. Excellent problem-solving, communication, and time-management skills help you to efficiently address issues and collaborate with distributed teams. These competencies ensure system reliability, security, and fast resolution of technical challenges in a remote environment.

What is a remote Windows system administrator?

A Remote Windows System Administrator is an IT professional responsible for managing, configuring, and maintaining Windows-based servers and systems from a remote location. Their duties include monitoring system performance, applying updates and patches, troubleshooting technical issues, and ensuring the security and reliability of Windows environments across an organization. They often use remote access tools to perform their tasks, helping organizations maintain efficient and secure IT operations without being physically present on-site.

What are some common challenges faced by remote Windows system administrators and how can they be addressed?

Remote Windows System Administrators often face challenges such as ensuring secure remote access, coordinating with geographically dispersed teams, and promptly resolving issues without on-site presence. To address these, effective communication tools, robust security protocols (like VPNs and multi-factor authentication), and proactive monitoring solutions are essential. Building strong documentation practices and maintaining regular updates with team members can also help manage tasks efficiently and ensure smooth operations.

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

AspectRemote Windows System AdministratorRemote Network Administrator
CertificationsMicrosoft Certified: Windows Server, CompTIA Network+Cisco CCNA, CompTIA Network+
Work EnvironmentManaging Windows servers, Active Directory, and server infrastructureManaging network hardware, routers, switches, and network security
Employer & Industry UsageIT departments across various industries focusing on Windows environmentsOrganizations needing network infrastructure management across industries

Remote Windows System Administrators primarily focus on managing Windows server environments, Active Directory, and related infrastructure. In contrast, Remote Network Administrators concentrate on network hardware, routing, switching, and network security. While both roles require networking certifications like CompTIA Network+ or Cisco CCNA, their daily tasks and focus areas differ significantly, catering to different aspects of IT infrastructure management.

What job categories do people searching Remote Windows System Administrator jobs in Madison, WI look for? The top searched job categories for Remote Windows System Administrator jobs in Madison, WI are:
What cities near Madison, WI are hiring for Remote Windows System Administrator jobs? Cities near Madison, WI with the most Remote Windows System Administrator job openings:
Infographic showing various Remote Windows System Administrator job openings in Madison, WI as of August 2026, with employment types broken down into 1% As Needed, 83% Full Time, 13% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $96,689 per year, or $46.5 per hour.

1-20- WebSphere Administrator

Focused HR Solutions

Madison, WI • Remote

Contractor

Re-posted 8 days ago


Job description

100% Remote. 
 
Our direct client has an opening for a WebSphere Administrator # 129675. This position is for 12+ months, with option of extension, and will be worked mostly remote within the State of WI (Candidate must work CST business hours).
 
If you are interested, please submit the following:
  • YOUR CURRENT RESUME.
  • YOUR HOURLY RATE  

Below is the job description – Resumes due ASAP.
 
Job Description:
  • Top Required Skills & Years of Experience: (5+ years)
  • Installation, maintenance, administration and monitoring of the WebSphere Software in a multi-platform environment (Linux and Windows).
  • Proactive resolution of problems and/or alerts received by various monitoring and management systems.
  • Resolution of connectivity problems, assisting users, and debugging problems.
  • Hands-on technical experience in support of software tools such as WebSphere Application Server and WebSphere Portal.
 
Nice to Have Skills:
  • Provide a broad range of technical skills in support of all WebSphere customers.
  • Training and/or experience with scripting tools such as Bash, Korn, and Jython.
  • Knowledge of change management best practices in a complex hosting environment.
 
Description:
Responsibilities:
  • Provide support for various departments’ applications running on WebSphere and IBM WebSphere MQ.
  • Responsible for the installation, maintenance, support, and configuration of hardware and software.
  • Responsible for application deployments.
  • Maintain and update infrastructure documentation.
  • Complete implementation of security policies and filters associated with the tools.
  • Provide additional troubleshooting support.

Qualifications/Required Skills:
  • Experience with installation, maintenance, administration and monitoring of the WebSphere Software in a multi-platform environment (Linux and Windows) (5).
  • Ability to provide proactive resolution of problems and/or alerts received by various monitoring and management systems.
  • Ability to provide resolution of connectivity problems, assisting users, and debugging problems.
  • Hands-on technical experience in support of software tools such as WebSphere Application Server.
  • Experience with a broad range of technical skills in support of all WebSphere customers.
  • Training and/or experience with scripting tools such as Bash, Korn, and Jython.
  • Knowledge of change management best practices in a complex hosting environment. 

By replying to this job advertisement, I agree I want to receive additional job advertisements from Focused HR Solutions, including email, phone and mail to the contact information I am submitting. I consent to Focused HR Solutions, its affiliates, third parties and partners processing my personal data for these purposes and as described in the Privacy Policy. I understand that I can withdraw my consent at anytime. 

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About Focuses HR Solutions

Sourced by ZipRecruiter

Focused HR Solutions is a Certified Women Business Enterprise by WBENC. FHR is a full service staffing firm that assists clients nationwide with supplemental staff for their information technology departments on a contract, contract to hire, and direct hire basis. Our team has extensive experience providing full service staffing needs to small, medium and large clients. Focused HR Solutions provides services to technology-driven clients that include many of the most prominent firms in the United States. Our client base includes State and Local Governments, Software Vendors, top Fortune 500 Companies, as well as companies in the automotive, retail, financial, health care, and telecommunication industries. At Focused HR Solutions, we utilize technology to market our candidate’s skills and fulfill our client’s job assignments guaranteed.

Industry

Recruiting and staffing services

Company size

11 - 50 Employees

Headquarters location

Scottsdale, AZ, US