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Senior System Administrator

Job in Waukesha, Waukesha County, Wisconsin, 53188, USA
Listing for: Vaco by Highspring
Full Time position
Listed on 2026-10-06
Job specializations:
  • IT/Tech
    Systems Administrator, Cloud Computing: Infrastructure & Operations, Windows Server, IT Support
Salary/Wage Range or Industry Benchmark: 85000 - 105000 USD Yearly USD 85000.00 105000.00 YEAR
Job Description & How to Apply Below

Base pay range

$50.00/hr - $55.00/hr

Job Title

Senior System Administrator

Location: Mequon/Milwaukee
Job Type: 6-Month Contract-to-Hire
Environment: Hybrid
Pay Rate: $50 to $55 per hour on W2 with Benefits
Salary Conversion: $85,000 to $105,000 plus bonus
No 3rd parties & No Relocations

About the Role

We are seeking a skilled System Administrator to join our dynamic IT team. You'll play a critical role in managing, maintaining, and building modern Microsoft-based infrastructure environments. This position is ideal for someone passionate about working with cutting-edge technologies, eager to build new systems, and ready to help shape the future of IT.

Responsibilities
  • Administer, support, and optimize Windows Server environments.
  • Manage and maintain Active Directory (
    AD
    ),
    Azure Active Directory (
    AAD
    ), and Entra identity services. (Must Have Hands on experience at a High Level)
  • Configure and enforce Group Policy Objects (
    GPOs
    ) to maintain system and user environment standards. (Must Have Hands on experience at a High Level)
  • Support and troubleshoot Remote Desktop Services (
    RDS
    ) environments.
  • Manage Office 365 services including Exchange Online, SharePoint Online, Teams, and related administration tasks. (Must Have Hands on experience at a High Level)
  • Deploy, manage, and maintain virtual environments using VMware and Hyper-V platforms. (Must Have Hands on experience at a High Level)
  • Implement, monitor, and support services within the Microsoft Azure cloud environment.
  • Assist in building new infrastructure, including greenfield and hybrid environments.
  • Monitor system performance and ensure system availability, reliability, and security.
  • Collaborate with engineering teams to design, test, and deploy new tools and services.
  • Document environment changes, configurations, and procedures.
  • Participate in scheduled on-call rotation and incident response as needed.
Required Qualifications
  • 3-5 years of experience supporting Microsoft infrastructure environments.
  • Strong experience with Windows Server (2016, 2019, 2022).
  • Hands-on expertise with Active Directory
    , Azure Active Directory
    , Entra , and Office 365 administration.
  • Solid understanding of Group Policy management and troubleshooting.
  • Working knowledge of VMware vSphere and Hyper-V virtualization technologies.
  • Experience administering Azure infrastructure services (VMs, storage, networking).
  • Familiarity with Remote Desktop Services configuration and support.
  • Strong troubleshooting skills across networking, identity, cloud, and server issues.
  • Excellent communication and documentation skills.
Preferred Qualifications
  • Microsoft certifications (e.g.,
    Azure Administrator Associate (AZ-104),
    Microsoft 365 Certified: Enterprise Administrator Expert
    , or equivalent).
  • Experience with scripting (Power Shell, CLI) for automation tasks.
  • Familiarity with hybrid identity solutions and cloud migration projects.
  • Knowledge of modern security best practices in identity and access management.
Why You'll Love Working Here

You'll have the opportunity to work on building brand-new environments and take part in deploying the latest tools that are actively shaping the future of information technology. We invest in our team's growth, providing access to the newest technologies and offering exciting, future-focused projects. If you're passionate about infrastructure innovation, enjoy problem-solving, and want to be a key player in a forward-thinking IT organization, we want to hear from you.

Seniority

level
  • Mid-Senior level
Employment type
  • Full-time
Job function
  • Information Technology
Industries
  • Information Services

Referrals increase your chances of interviewing at Vaco by Highspring by 2x

Position Requirements
10+ Years work experience
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