Senior Systems Administrator Jobs in Wisconsin
Senior Systems Administrator jobs in Wisconsin are concentrated in Milwaukee, Madison, and Green Bay, where anchor employers like Fiserv, Epic Systems, and the University of Wisconsin System maintain large, complex IT infrastructures that demand experienced administrators. The work centers on Windows and Linux server management, virtualization platforms, and enterprise network security, with growing demand in healthcare IT and financial technology environments. Competition is strong at the senior level, and employers consistently look for candidates who can lead infrastructure projects and mentor junior staff. Find a role that fits below and apply directly.
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Company Overview
Integrated Systems Corporation (ISCorp) is a private-cloud Application Service Provider delivering secure, reliable application hosting, infrastructure, and data processing solutions to customers and Independent Software Vendors (ISVs). We support diverse customer environments and work closely with ISV partners to deploy, operate, optimize, and support business-critical applications.
Job Summary
ISCorp is seeking an experienced Senior Systems Administrator to support our Windows and Linux infrastructure across multiple customer and ISV environments. This is a senior, customer-facing role responsible for system administration, application infrastructure support, virtualization, automation, security, monitoring, documentation, and operational support. The ideal candidate is comfortable working across technologies, can communicate technical issues in clear business terms, and can independently drive issues and projects through resolution.
Key Responsibilities
- Windows Systems Administration: Install, configure, maintain, patch, troubleshoot, and optimize supported Windows Server and desktop operating systems, Active Directory, Group Policy, IIS, and related Microsoft infrastructure.
- Linux Systems Administration: Install, configure, maintain, patch, troubleshoot, and optimize Linux servers, including Red Hat Enterprise Linux and other supported enterprise distributions.
- Application & ISV Support: Deploy, configure, and support ISV applications and their underlying operating-system services, middleware, web components, and application dependencies.
- Application Virtualization & Remote Access: Support technologies such as Citrix, Microsoft Remote Desktop Services, and Parallels RAS, including application publishing, connectivity, and operational troubleshooting.
- Virtualization & Cloud: Administer and support virtualized infrastructure such as VMware and KVM and work with cloud platforms including Azure, AWS, and Google Cloud as required.
- Automation & Scripting: Develop and maintain repeatable automation using PowerShell, Windows command line, Bash, Python, Ansible, and related tools for deployment, patching, validation, and operational tasks.
- Monitoring & Performance: Implement and use monitoring practices and tools to proactively identify availability, capacity, and performance issues across hosted systems and applications.
- Security & Compliance: Apply information-security best practices, system hardening, patching, access controls, vulnerability remediation, and operational controls consistent with company and customer requirements.
- Backup, Recovery & Storage: Support backup and recovery technologies for files, systems, and databases and work with SAN, NAS, and other enterprise storage solutions.
- Networking & Connectivity: Troubleshoot systems-level networking issues involving TCP/IP, DNS, DHCP, VPN, firewalls, and application connectivity in coordination with network teams.
- Database & Middleware Support: Provide systems-level support for Microsoft SQL Server and environments using Progress OpenEdge, MySQL/MariaDB, Oracle, Tomcat, and other commercial application components.
- Customer & ISV Engagement: Serve as a senior technical point of contact for customers and ISVs, communicate clearly during incidents and projects, and translate technical issues into non-technical terms when needed.
- Cross-Team Collaboration: Work closely with network, database, storage, security, service delivery, product, and project teams to design, implement, troubleshoot, and support customer solutions.
- Project & Product Delivery: Participate in infrastructure planning, onboarding, migrations, upgrades, lifecycle activities, and rollout of new and existing ISV solutions.
- Documentation & Knowledge Transfer: Create and maintain technical documentation, implementation procedures, runbooks, recovery procedures, support standards, and knowledge-base articles.
- Operational Support: Participate in production support, incident response, maintenance activities, and an on-call rotation for after-hours support as needed.
Required Qualifications
- 5+ years of hands-on systems administration experience in a customer-facing, hosted-services, MSP/ASP, enterprise, or similarly complex environment.
- Strong administration experience with Microsoft Windows Server and enterprise Linux environments.
- Strong knowledge of Active Directory, Group Policy, Windows services, Linux services, permissions, patching, troubleshooting, and system lifecycle management.
- Working knowledge of TCP/IP, DNS, DHCP, VPNs, firewalls, and common application connectivity patterns.
- Experience with server virtualization technologies such as VMware and/or KVM.
- Strong scripting and automation capability using PowerShell and at least one Linux-oriented scripting or automation technology such as Bash, Python, or Ansible.
- Experience supporting web/application server technologies such as IIS, Tomcat, or similar platforms.
- Ability to create clear technical documentation and follow structured change, incident, and operational procedures.
- Excellent communication and interpersonal skills, including the ability to explain technical issues to customers in non-technical terms.
- Ability to work independently with minimal supervision, quickly learn new technologies, prioritize competing demands, and maintain strong attention to detail.
- Bachelor’s degree in Computer Science, Information Technology, a related discipline, and/or equivalent relevant work experience.
Preferred Experience
- Microsoft SQL Server administration or systems support.
- Citrix, Microsoft Remote Desktop Services, and/or Parallels RAS.
- Azure, AWS, and/or Google Cloud.
- Progress OpenEdge, MySQL/MariaDB, Oracle, or other database technologies.
- Enterprise backup, disaster recovery, storage, and business-continuity technologies.
- Commercial-grade firewalls and security platforms.
- ERP software or other business-critical hosted applications.
- Infrastructure as Code and automation platforms such as Ansible and Terraform.
- Project management, ITIL, Agile/Scrum, or product lifecycle practices.
- Relevant Microsoft, Red Hat, VMware, cloud, or security certifications.
Work Environment
- Hybrid Work Model: Combination of remote work and on-site responsibilities based on operational and project needs.
- Customer-Facing Role: Regular interaction with customers, ISVs, and internal delivery teams.
- On-Call Rotation: Participation in after-hours support and maintenance activities as required.
- Travel: Little to no routine travel is expected, with occasional travel possible based on customer or project requirements.
Why Join ISCorp
- Opportunity to work across a broad range of enterprise technologies, applications, ISVs, and customer environments.
- Collaborative environment with direct involvement in infrastructure modernization, automation, onboarding, and service improvement.
- Competitive salary and comprehensive benefits package, including 401(k), profit sharing, health, and dental benefits.
- Professional development and career growth opportunities.
- Hybrid work environment with an established private-cloud operations team.
Equal Opportunity
ISCorp is an equal-opportunity employer and values diversity within our organization. We encourage all qualified individuals to apply.
See All 10 Senior Systems Administrator Jobs in Wisconsin
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Where Wisconsin roles are concentrated, by current openings.
Senior Systems Administrator Job Market in Wisconsin
A snapshot from current Wisconsin openings, updated as new roles post.
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What Wisconsin Employers Look For
The qualifications that appear most often in senior systems administrator jobs across Wisconsin.
- Bachelor's degree in information technology, computer science, or a related technical field
- Five or more years of hands-on experience managing enterprise servers and network infrastructure
- Active certifications such as Microsoft Certified: Azure Administrator or CompTIA Security+
- Proficiency with virtualization platforms including VMware vSphere or Microsoft Hyper-V
- Demonstrated experience with enterprise backup, disaster recovery, and business continuity planning
- Strong knowledge of Active Directory, Group Policy, and identity management in large organizations
Senior Systems Administrator Jobs in Wisconsin: Frequently Asked Questions
How do you become a senior systems administrator in Wisconsin?
Most Wisconsin employers require a bachelor's degree in information technology, computer science, or a closely related field, along with several years of progressively responsible systems administration experience. Wisconsin does not issue a state-specific license for this role, so advancement depends on industry certifications such as Microsoft Certified: Azure Administrator, VMware Certified Professional, or CompTIA Security+. Candidates who build experience in healthcare IT or financial technology environments tend to be most competitive given the strength of those industries in the state.
How much do senior systems administrators make in Wisconsin?
Senior systems administrators in Wisconsin earn a median of about $83,650 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $58,950 for the lowest 10% to over $128,580 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire senior systems administrators in Wisconsin?
Wisconsin senior systems administrator roles are posted by Uline, Galloway Company, and Integrated Systems and others right now, based on current listings on Migrate Mate as of September 2026. Wisconsin's healthcare, financial services, and insurance sectors generate particularly consistent demand for senior-level infrastructure talent.
Which Wisconsin cities have the most senior systems administrator jobs?
Madison, Pewaukee, and Mequon lead Wisconsin in senior systems administrator openings. Milwaukee drives the largest share of postings through its dense concentration of financial services firms, insurance carriers, and regional corporate headquarters, while Madison's openings are anchored by the University of Wisconsin System, state government agencies, and Epic Systems, and Green Bay draws demand from its manufacturing and healthcare employers.
Are there remote senior systems administrator jobs in Wisconsin?
Yes, and more than many technical roles, since configuration, monitoring, and administration tasks are well-suited to remote work. About 100% of senior systems administrator openings tied to Wisconsin are remote or hybrid as of September 2026, reflecting how much of the role can be performed off-site. Responsibilities involving physical hardware, data center maintenance, or on-site incident response are the most likely to require in-person presence.
How can I get hired as a senior systems administrator in Wisconsin with little or no experience?
The most realistic path is to start in a help desk, desktop support, or junior systems technician role at a Wisconsin employer, then build toward administration responsibilities over time. Large Wisconsin institutions such as the University of Wisconsin System, Froedtert Health, and Advocate Aurora Health regularly hire IT support staff and run internal development programs that move people into infrastructure roles. Earning an entry-level certification such as CompTIA A+ or Network+ early on signals technical seriousness and gives candidates a measurable edge when applying to organizations that promote from within.
Where can I find and apply to senior systems administrator jobs in Wisconsin?
You can find and apply to senior systems administrator jobs in Wisconsin on Migrate Mate, which lists current openings from employers across the state. Find a role that fits and apply directly.
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