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Entry Level System Admin Jobs in Milwaukee, WI (NOW HIRING)

JX Enterprises, Inc.

Sales Administrator

Hartland, WI · On-site

$21 - $25/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Enter, maintain, and review information relevant to the sale of trucks into the business systems ...

JX Enterprises, Inc

Sales Administrator

Hartland, WI · On-site

$21/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Enter, maintain, and review information relevant to the sale of trucks into the business systems ...

JX Enterprises Inc

Sales Administrator

Hartland, WI

$21 - $25/hr

From entry-level opportunities to experienced roles, this position is tailored for motivated and ... Enter, maintain, and review information relevant to the sale of trucks into the business systems ...

PDS Tech Commercial

Test Technician

Mount Pleasant, WI

$24 - $28/hr

... system-level troubleshooting, and electronics-based software/firmware diagnostics. Not entry-level. ... It is unlawful in Massachusetts to require or administer a lie detector test as a condition of ...

IBVI

Contracts and Custom Float

West Allis, WI

$17 - $20/hr

As a Contracts & Custom Float, you'll help keep work moving across Contracts and Custom by assisting with entry-level projects, data entry, order support, reporting, and internal system updates. This ...

All JobsSystem Admin JobsEntry Level System Admin JobsEntry Level System Admin Jobs in Milwaukee, WI

Entry Level System Admin information

See Milwaukee, WI salary details

$40.4K

$87.6K

$135.5K

How much do entry level system admin jobs pay per year?

As of Jul 30, 2026, the average yearly pay for entry level system admin in Milwaukee, WI is $87,615.00, according to ZipRecruiter salary data. Most workers in this role earn between $69,000.00 and $102,500.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Entry Level System Admin, and why are they important?

To thrive as an Entry Level System Admin, you need a fundamental understanding of operating systems, networking, and basic IT troubleshooting, often supported by a degree in information technology or a related field. Familiarity with tools like Windows/Linux servers, Active Directory, and entry-level certifications such as CompTIA A+ or Microsoft Certified: Azure Fundamentals are commonly required. Strong problem-solving abilities, attention to detail, and effective communication help you address issues efficiently and support users. These skills are crucial for maintaining system reliability, ensuring security, and providing excellent technical support in organizational IT environments.

What is the difference between Entry Level System Admin vs Network Technician?

AspectEntry Level System AdminNetwork Technician
CertificationsCompTIA A+, Network+ (preferred)CompTIA A+, Network+ (preferred)
Work EnvironmentIT departments, data centers, corporate officesNetwork installation sites, service providers, corporate networks
Job FocusManaging servers, user accounts, system securityInstalling, troubleshooting, and maintaining network hardware and connectivity

Both roles often require similar certifications and work in IT environments, but Entry Level System Admins focus on server and system management, while Network Technicians specialize in network hardware and connectivity issues. Understanding these differences helps job seekers target the right roles based on their skills and interests.

What are some common challenges faced by entry level system administrators, and how can they effectively address them?

Entry level system administrators often face challenges such as managing multiple priorities, troubleshooting unfamiliar technical issues, and learning to work with various operating systems and network configurations. It's important to proactively seek mentorship from experienced colleagues, utilize available documentation, and continually build your technical knowledge through hands-on practice. Strong communication skills and a willingness to ask questions also help when collaborating with other IT team members or supporting end users.

What are entry level system admins?

Entry level system admins, also known as junior system administrators, are IT professionals responsible for maintaining, troubleshooting, and supporting computer systems and networks within an organization. They handle basic tasks such as user account management, software updates, and system monitoring under the guidance of senior admins. This role serves as a foundation for gaining hands-on experience in system administration and is ideal for individuals starting their careers in IT.
What are the most commonly searched types of System Admin jobs in Milwaukee, WI? The most popular types of System Admin jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Entry Level System Admin jobs? Cities near Milwaukee, WI with the most Entry Level System Admin job openings:
Entry Level System Admin jobs near you
Infographic showing various Entry Level System Admin job openings in Milwaukee, WI as of July 2026, with employment types broken down into 1% As Needed, 78% Full Time, 14% Part Time, 1% Temporary, and 6% Contract. Highlights an 90% Physical, 3% Hybrid, and 7% Remote job distribution, with an average salary of $87,615 per year, or $42.1 per hour.

Technology Operations System Administrator - Sharepoint

Crisis Prevention Institute

Milwaukee, WI • On-site

Full-time

Medical, Retirement, PTO

This job post has expired today. Applications are no longer accepted.

Job description

Our Story:
Crisis Prevention Institute Inc. (CPI) is the worldwide leader in evidence-based de-escalation and crisis prevention training and dementia care services. Our programs teach professionals the skills to recognize, prevent, and respond to crises in the workplace. Since 1980, we've helped train more than 17 million people within service-oriented industries including education, health care, behavioral health, long-term care, human services, security, corporate, and retail.
At CPI, we are dedicated to changing behaviors and reducing conflict for the Care, Welfare, Safety, and Security of everyone. We believe the power of empathy, meaningful connections, personal safety, and security are the antidotes to fear and anxiety. It's a philosophy that is central to everything we do, and traces back to our beginning.
As a member of the team, you can expect to:
  • Make a difference through your work - You'll be proud to tell your family and friends about what you do.
  • Gain significant career experience only obtained within a fast-growing organization - Entry-level roles through executive leadership.
  • Feel fulfilled and have fun - We work hard but make the time to build meaningful relationships and celebrate the wins.
The Role:
The Technology Operations System Administrator is a CPI Service Desk team member responsible for being a Subject Matter Expert (SME) in CPI technology systems. This role ensures the reliability, security, support, and stable operation of CPI's systems, cloud, networking infrastructure, and end-user systems. This role will also act as a senior-level point of escalation within the Service Desk (SD) team and maintain escalated incident tickets. This role requires an automation-first mindset and deep knowledge of endpoint environments using Microsoft Intune.
What You Get To Do Everyday:
Advanced Systems Administration & Technical Expertise:
  • Lead endpoint management modernization, driving continuous improvement of Microsoft Intune and owning the migration from SCCM, including Autopilot and White Glove deployments with ongoing Intune ownership and support.
  • Act as the top-tier escalation authority for the Service Desk, delivering expert troubleshooting across cybersecurity, networking, operating systems, enterprise applications, and M365/SharePoint services.
  • Own and optimize critical enterprise systems, ensuring compliance and reliability by proactively resolving systemic issues, applying automation and best practices, and maintaining clear, consistent technical documentation.
Incident, Problem, and Change Management:
  • Own incident and problem management within an ITIL framework, troubleshooting and resolving cybersecurity, networking, systems and end-user issues while analyzing trends to eliminate root causes.
  • Support change management efforts, ensuring smooth, low-impact deployment of system updates, patches, and upgrades.
User Support & Knowledge Management:
  • Provide frontline and escalated technical support to internal and external users, ensuring timely resolution of complex issues, focusing on end-user experience and support.
  • Drive knowledge sharing and user enablement by maintaining FAQs and knowledge base (KB) content and delivering advanced training during onboarding and as needed.
Collaboration, Mentorship, and Process Improvement:
  • Mentor and elevate the Service Desk team, providing escalation support, coaching, and training while contributing to performance metrics and KPIs.
  • Partner with technology leadership on process improvement and strategic initiatives, improving workflows, driving efficiency, and supporting cross-functional projects aligned to business goals.
Additional Responsibilities:
  • Identify and implement opportunities for processing automation and efficiency improvements within the Service Desk function.
  • Participate in continuous improvement initiatives to enhance the effectiveness of Technology Services.
  • Perform other position-related duties as assigned or needed, including (at times) assisting in technology desk moves, audio/visual, and white-glove support.
You Need to Have:
  • Two years or more of experience in a Systems Administration or related Information Technology field
  • Two years or more of experience working as a Windows system, MAC, and End-User Systems (M365 and SharePoint), supporting an enterprise network with business-critical applications
  • Experience working with Microsoft Intune for endpoint and mobile device management, including SCCM migration, Autopilot, and White Glove end-user support
  • Experience working with a broad range of technologies, including Windows server and desktop OS, ServiceNow ITSM, cybersecurity products including email hygiene and anti-malware products, Active Directory, VMware or other virtualization technologies, Azure or other cloud technologies, LAN/WAN/Wireless networking technologies, remote access VPN and VDI, and Microsoft Office 365 & SharePoint, Role Based Access, Conditional Access, Audio/Visual support, Badge Access administration.
  • Experience running technology-based projects
  • Experience in troubleshooting hardware, networking, and software-related issues, and providing top-tier end-user systems support
  • Knowledge of scripting languages (e.g., PowerShell)
  • Knowledge and understanding of ITIL principles
  • Attention to detail & strong troubleshooting skills
  • Ability to analyze and resolve issues by leveraging various industry-standard monitoring and reporting tools
  • Ability to effectively obtain, share, analyze, and convey information
  • Ability to collaborate with peers, managers, and external customers
  • Ability to actively learn and grow skillsets in key technology areas, including operating systems, end-user systems, security applications, and networking technologies
  • Excellent interpersonal communication and organizational skills to work with clients and manage critical issues
  • Outstanding oral and written technical and non-technical communication skills, including the ability to interact with varying business and technology groups
What We Offer:
  • Competitive Salary
  • Comprehensive benefits package
  • 401k
  • PTO
  • Health & Wellness Days
  • Paid Volunteer Time Off
  • Continuing education and training
  • Hybrid work schedule
  • Paid Parental Leave

Crisis Prevention Institute is an Equal Opportunity Employer that does not discriminate against any applicant or employee on the basis of age, race, color, ethnicity, national origin, citizenship, religion, diversity of thoughts and beliefs, creed, sex, sexual orientation, gender, gender identity, or expression (including against any individual that is transitioning, has transitioned, or is perceived to be transitioning), marital status or civil partnership/union status, physical or mental disability, medical condition, pregnancy, childbirth, genetic information, military and veteran status, or any other basis prohibited by applicable federal, state, or local law. The Company will consider for employment qualified applicants with criminal histories in a manner consistent with local and federal requirements. Our management team is dedicated to this policy with respect to recruitment, hiring, placement, promotion, transfer, training, compensation, benefits, employee activities, and general treatment during employment.

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