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Windows Deployment Jobs in Wisconsin (NOW HIRING)

o9 Solutions, Inc.

WI · On-site

$135K - $186K/yr

... deployment practices. * Working knowledge of Jenkins, Ansible, Terraform, and related tooling. * Administration experience with databases such as MS SQL or Mongo. * Proficiency with Linux and Windows ...

Benchwood Foods

IT Support Specialist II

Kenosha, WI · On-site

Endpoint Deployment and Management * Deploy, configure, maintain, and troubleshoot Windows desktops and laptops. * Assist with Microsoft Intune device enrollment, software deployment, policy ...

Nature's Way

Modern Workplace Engineer

Green Bay, WI · On-site

Strong PowerShell and Microsoft Graph automation experience, including scalable deployment and remediation patterns * Experience designing Windows Autopilot and modern device enrollment strategies

TEKsystems

IT Operations Technician

Milwaukee, WI · On-site

$20/hr

Hardware installation and deployment * Monitor refresh projects * Desktop support * Windows 10/11 environments * Basic troubleshooting * Device imaging * LAN/WAN networking fundamentals * CompTIA A ...

Scottish Rite for Children

WI · On-site

Own patching strategy for Windows, macOS, and third‑party applications. * Define patch SLAs based on risk and clinical impact. * Automate patch deployment and compliance reporting. * Partner with ...

TEKsystems

IT Operations Technician

Milwaukee, WI · On-site

$20/hr

Hardware installation and deployment * Monitor refresh projects * Desktop support * Windows 10/11 environments * Basic troubleshooting * Device imaging * LAN/WAN networking fundamentals * CompTIA A ...

Nature's Way

Modern Workplace Engineer

Green Bay, WI · On-site +1

Strong PowerShell and Microsoft Graph automation experience, including scalable deployment and remediation patterns * Experience designing Windows Autopilot and modern device enrollment strategies

CoVantage Credit Union

Desktop Administrator

Antigo, WI · On-site

Create and maintain Windows images and manage software deployment, upgrades, and package management using ManageEngine Endpoint Central * Collaborate with other IS&T teams to ensure desktop systems ...

CoVantage Credit Union

Desktop Administrator

Antigo, WI · On-site

Create and maintain Windows images and manage software deployment, upgrades, and package management using ManageEngine Endpoint Central * Collaborate with other IS&T teams to ensure desktop systems ...

Kwik Trip, Inc.

Senior Endpoint Engineer

La Crosse, WI · On-site

$75K - $112K/yr

Coordinate and validate endpoint deployments, updates, and remediation activities to ensure ... Develop and maintain technology roadmaps for Windows, MECM/SCCM, and related endpoint management ...

Information Resource group, Inc.

Help Desk - 2

Madison, WI · On-site

$20.25 - $27.25/hr

... Windows XP1 YrsProblem documentation and communication1 YrsGeneral understanding of LANDesk (for patch management, software deployment, inventory management an1 YrsActive Directory1 Yrs To apply ...

FlexTrade

Senior Citrix Systems Engineer

Milwaukee, WI · On-site

$103K - $140K/yr

Our Windows & Citrix Engineering Team works collaboratively across the globe, with local teams in ... Proven experience implementing and supporting SAML/SSO deployments * Deep experience in the Citrix ...

TEKsystems

Desktop Support Technician

Madison, WI · On-site

$25 - $29/hr

Windows 11 * Active Directory * PowerShell * Enterprise desktop management tools * Printers, scanners, and peripheral devices * SCCM/MECM, Ivanti, or similar deployment tools Ideal Candidate * Strong ...

TEKsystems

Desktop Support Technician

Madison, WI · On-site

$25 - $29/hr

Windows 11 * Active Directory * PowerShell * Enterprise desktop management tools * Printers, scanners, and peripheral devices * SCCM/MECM, Ivanti, or similar deployment tools Ideal Candidate * Strong ...

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All JobsWindows Deployment JobsWindows Deployment Jobs in Wisconsin

Windows Deployment information

See Wisconsin salary details

$22

$32

$45

How much do windows deployment jobs pay per hour?

As of Sep 9, 2026, the average hourly pay for windows deployment in Wisconsin is $32.03, according to ZipRecruiter salary data. Most workers in this role earn between $24.52 and $42.45 per hour, depending on experience, location, and employer.

What is a Windows Deployment?

A Windows Deployment job involves installing, configuring, and managing Windows operating systems across multiple devices in an organization. This includes using tools like Windows Deployment Services (WDS), Microsoft Deployment Toolkit (MDT), or System Center Configuration Manager (SCCM) to automate and streamline installations. Professionals in this role ensure systems are properly configured, secure, and optimized for performance. They may also handle troubleshooting, updates, and migration to newer Windows versions.

What are the key skills and qualifications needed to thrive in Windows Deployment?

To thrive in a Windows Deployment role, you need a solid understanding of Microsoft Windows operating systems, imaging and deployment methodologies, and networking fundamentals—often backed by relevant IT certifications such as CompTIA A+, Microsoft Certified: Modern Desktop Administrator Associate, or similar. Hands-on experience with deployment tools like Microsoft Deployment Toolkit (MDT), Windows Deployment Services (WDS), and System Center Configuration Manager (SCCM) is highly valuable. Strong problem-solving skills, attention to detail, effective communication, and the ability to work both independently and in teams set top candidates apart. These capabilities are vital to ensure seamless rollouts, rapid troubleshooting, and successful user adoption in diverse business environments.

What are some of the most common challenges faced by professionals working in Windows Deployment?

Windows Deployment professionals often encounter challenges such as managing hardware and software compatibility across different devices, troubleshooting deployment failures, and ensuring minimal downtime for end users. Staying current with evolving deployment technologies and best practices is also essential, as is handling large-scale rollouts efficiently. On a day-to-day basis, you may work closely with IT support, network engineers, and end users to coordinate upgrades, resolve issues, and refine deployment processes. Overcoming these challenges requires both technical expertise and strong communication skills, making the role both dynamic and rewarding.

What are popular job titles related to Windows Deployment jobs in Wisconsin?

For Windows Deployment jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Windows Deployment jobs in Wisconsin look for?

The top searched job categories for Windows Deployment jobs in Wisconsin are:

Windows Deployment jobs near you
Infographic showing various Windows Deployment job openings in Wisconsin as of August 2026, with employment types broken down into 92% Full Time, 5% Part Time, and 3% Contract. Highlights an 83% Physical, 5% Hybrid, and 12% Remote job distribution, with an average salary of $66,617 per year, or $32 per hour.

Senior DevOps Engineer

WI • On-site

o9 Solutions, Inc.
Software Development • 1 - 5K employees
Learn more about o9 Solutions, Inc.external

$135K - $186K/yr

Other

Medical, Retirement

Posted 22 days ago

Job description

Job Overview

At o9, we are transforming enterprise planning by integrating siloed planning capabilities and capturing value leakage through our AI‑first approach. Major global brands such as Google, PepsiCo, Walmart, T‑Mobile, AB InBev, and Starbucks trust our platform to optimize their supply chains and enhance operational efficiency.

What You'll Do
  • Design and implement deployment pipelines using tools such as Jenkins, Gitlab, Ansible, Puppet, and similar technologies.
  • Manage and maintain the infrastructure supporting deployment pipelines, including servers, databases, load balancers, and other resources.
  • Monitor application performance in production environments and troubleshoot issues that arise.
  • Ensure security and compliance of deployment processes and applications, implementing measures such as SSL certificates, firewalls, and intrusion detection systems.
  • Collaborate with developers to understand requirements and support successful deployments.
  • Continuously improve deployment processes through automation and identify opportunities for efficiency gains.
  • Provide support to customers and end‑users, troubleshooting and resolving issues related to deployed applications.
  • Work with cross‑functional teams to ensure timely deployment of software applications.
  • Participate in on‑call rotations to provide 24/7 support for our platform.
  • Possess the ability and flexibility to work with teams globally across time zones.
What You'll Have
  • 5+ years of experience in a deployment role, or 7+ years with a bachelor’s degree.
  • Master’s degree in Computer Science, Software Engineering, Information Technology, Industrial Engineering, Engineering Management, or equivalent experience.
  • Certification in AWS, Azure, GCP, or Kubernetes.
  • Experience deploying and maintaining applications in a cloud environment such as AWS, Azure, or Google Cloud.
  • Experience with Docker or similar containerization tools and Kubernetes or similar orchestration platforms.
  • Strong technical skills in automation, continuous integration, and deployment practices.
  • Working knowledge of Jenkins, Ansible, Terraform, and related tooling.
  • Administration experience with databases such as MS SQL or Mongo.
  • Proficiency with Linux and Windows operating systems.
What We Offer
  • Competitive salary and bonus opportunities.
  • Choice of Windows or PC laptop to fit your work style.
  • Flexible work arrangement: work from home two days a week.
  • A supportive, diverse team to learn from daily.
  • Commitment to diversity and inclusion across our workforce.
  • Healthy snacks, fresh fruit, teas, and coffees available.
Compensation

This position has an annual salary range of $135,834 to $186,773, with additional medical, retirement, and other company‑sponsored benefits. The stated range may vary based on location, skills, experience, certifications, licenses, and other factors.

Equal Opportunity

o9 is an equal‑opportunity employer that values diversity and inclusion. We welcome applicants from all backgrounds, ensuring a fair and unbiased hiring process.

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