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Entry Level Windows Systems Administrator Jobs in Madison, WI

Epic

Client Systems Administrator

Madison, WI

Additionally, you'll work as a knowledgeable Windows system administrator ensuring that various pieces of the software run successfully. Learn more about the team at While not required, technical ...

Latitude Corp.

Network System Administrator

Verona, WI · On-site

$71K - $96K/yr

Occasional after-hours support required for maintenance windows, system upgrades, and production ... Administer and troubleshoot LAN/WAN infrastructure including routers, switches, firewalls, and ...

Latitude Corp.

Network System Administrator

Verona, WI · On-site

$71K - $96K/yr

Occasional after-hours support required for maintenance windows, system upgrades, and production ... Administer and troubleshoot LAN/WAN infrastructure including routers, switches, firewalls, and ...

Epic

Server Systems Administrator

Madison, WI

Knowledge of Linux or Windows system administration, virtualization, scripting, automation, or DevOps processes is a plus, but not necessary * Willingness to travel 1-2 weeks per year * Eligible to ...

State of Wisconsin

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 ... Supporting Windows OS Servers and IIS Web administration. * Using Virtualization technologies (such ...

Clarity Technology Group

Senior Systems Engineer

Madison, WI · Hybrid

$105K - $144K/yr

You will work alongside our collaborative technical team to troubleshoot complex issues, administer ... Support Microsoft environments including Windows Server, Active Directory, Hyper-V, Microsoft 365 ...

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Entry Level Windows Systems Administrator information

See Madison, WI salary details

$54.4K

$96.7K

$131.5K

How much do entry level windows systems administrator jobs pay per year?

As of Aug 31, 2026, the average yearly pay for entry level windows systems 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 does an entry level Windows Systems Administrator do?

An Entry Level Windows Systems Administrator is responsible for assisting with the setup, configuration, and maintenance of Windows-based servers and workstations within an organization. Their duties often include monitoring system performance, installing updates, troubleshooting basic technical issues, and helping ensure the security of the IT environment. They usually work under the supervision of more experienced administrators and provide support to end-users as needed. This role is ideal for those starting a career in IT and looking to build foundational skills in system administration.

What are the key skills and qualifications needed to thrive as an entry level Windows Systems Administrator?

To excel as an Entry Level Windows Systems Administrator, a solid understanding of Windows operating systems, basic networking concepts, and troubleshooting skills—often supported by a relevant degree or coursework—is essential. Familiarity with Active Directory, PowerShell scripting, and foundational certifications like CompTIA A+ or Microsoft Certified: Windows Server Fundamentals is highly beneficial. Strong problem-solving abilities, attention to detail, and effective communication are standout soft skills for this role. These skills and qualifications are crucial for ensuring reliable system performance, quick issue resolution, and seamless collaboration within IT teams.

What are some common challenges faced by entry level Windows Systems Administrators during their first year on the job?

Entry level Windows Systems Administrators often encounter challenges such as learning to efficiently troubleshoot unfamiliar system errors, managing time while juggling multiple support tickets, and adapting to the organization's specific network and security protocols. Balancing day-to-day maintenance tasks with urgent support requests can be demanding, especially when prioritizing issues for minimal disruption. However, most teams foster a collaborative environment, so asking questions and seeking guidance from more experienced admins is encouraged and can help build confidence and technical proficiency.

What is the difference between Entry Level Windows Systems Administrator vs Network Support Technician?

AspectEntry Level Windows Systems AdministratorNetwork Support Technician
CertificationsCompTIA A+, Microsoft Certified: Windows Server FundamentalsCompTIA A+, Cisco CCNA
Work EnvironmentServer rooms, data centers, IT departmentsHelp desks, client sites, network operations centers
Primary ResponsibilitiesManaging Windows servers, user accounts, system updatesTroubleshooting network issues, configuring routers/switches

Entry Level Windows Systems Administrators focus on managing and maintaining Windows server environments, while Network Support Technicians primarily troubleshoot and support network infrastructure. Both roles require foundational certifications and are common entry points in IT, but they differ in daily tasks and work settings.

What are the most commonly searched types of Windows Systems Administrator jobs in Madison, WI?

The most popular types of Windows Systems Administrator jobs in Madison, WI are:

What are popular job titles related to Entry Level Windows Systems Administrator jobs in Madison, WI?

For Entry Level Windows Systems Administrator jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Entry Level Windows Systems Administrator jobs in Madison, WI look for?

The top searched job categories for Entry Level Windows Systems Administrator jobs in Madison, WI are:

What cities near Madison, WI are hiring for Entry Level Windows Systems Administrator jobs?

Cities near Madison, WI with the most Entry Level Windows Systems Administrator job openings:

Entry Level Windows Systems Administrator jobs near you
Infographic showing various Entry Level Windows Systems Administrator job openings in Madison, WI as of August 2026, with employment types broken down into 81% Full Time, 13% Part Time, 2% Temporary, 3% Contract, and 1% Nights. Highlights an 84% Physical, 2% Hybrid, and 14% Remote job distribution, with an average salary of $96,689 per year, or $46.5 per hour.

Client Systems Administrator

Madison, WI

Epic

8.7

Company rating: 8.7 out of 10

Based on 65 frontline employees who took The Breakroom Quiz

56th of 247 rated software companies

People enjoy working here

Good employer

Paid breaks

Learn more about Epicexternal

Full-time

Re-posted 9 days ago

Job description

Client Systems AdministratorPosition Summary

As a Client Systems Administrator within Epic’s Hosting entity, you'll apply your technical savvy and problem-solving skills to integrate Epic's software into our hosting environment. Working within multiple sides of the software, you’ll be charged with the task of making sure our system is accessible and presented consistently to our end users. You will install, upgrade, and troubleshoot our software and work with both the customer and other technical teams at Epic during the system design process to translate business needs into technical systems solutions. Additionally, you’ll work as a knowledgeable Windows system administrator ensuring that various pieces of the software run successfully. Learn more about the team at https://careers.epic.com/Jobs/Hosting.
While not required, technical knowledge in the following areas is preferred: 

  • Microsoft Windows Server or Windows OS including debugging and Sysinternals tools

  • Peripheral devices such as printers, scanners, signature pads, and cameras

  • Microsoft technologies such as RemoteApp, Active Directory, IIS, and ASP.NET

  • Citrix technologies such as XenApp and NetScaler

  • VMware technologies such as VMware Horizon View, ESXi, and vSphere

  • Development knowledge in areas such as C#/ASP.NET, Object-oriented programming, MVC, JavaScript and PowerShell

  • Networking concepts (load balancing, TCP/IP, DNS) and troubleshooting tools (Wireshark, command line)

  • Cybersecurity concepts such as vulnerability and risk assessment, security controls, confidentiality and incident recovery

  • Microsoft, Citrix, VMware, or Cisco certifications are a plus


More than just important work.
Epic is located in Madison, Wisconsin, a city regularly ranked as one of America's best places to live. Epic's environment is one of continuous learning; you'll have access to opportunities to expand your skill set and share your knowledge with others. We offer comprehensive benefits to keep you healthy and happy as you grow in your life and career, and your merit-based compensation will reflect the impact your work has on the company and our customers. You'll also be eligible for annual raises and bonuses, as well as stock grants, which give you an even greater stake in the success of Epic and our customers. Epic is an Equal Opportunity employer. We seek diverse perspectives, backgrounds, and experiences in our mission to improve healthcare. Research has shown that job-seekers who are women, LGBTQ+, or members of the global majority are less likely to apply for roles they don't seem completely qualified for, so we encourage all who are interested to apply. Please see our full non-discrimination statement at https://careers.epic.com/EEO.

Requirements

  • Bachelor's degree or higher in engineering, math, physics, MIS, or hard science preferred

  • A history of academic and professional success

  • Strong analytical and reasoning skills

  • Willingness to travel 1-2 weeks per year

  • Eligible to work in the U.S. without visa sponsorship

  • Relocation to Madison, WI area (reimbursed)

  • COVID-19 vaccination


As a member of the Hosting team at Epic you'll be responsible for the confidentiality, integrity, and availability of Epic Hosting. Those responsibilities include:

  • Following policies and procedures and escalating when policies or procedures are not followed

  • Escalating potential security incidents and providing relevant information

  • Meeting all security responsibilities defined in policies and procedures

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