ZipRecruiter

Log In

2

Remote Windows Deployment Technician Jobs in Springfield, IL

Connection

Lead Field Technician - REMOTE

Springfield, IL · On-site +1

$36.78 - $47.08/hr

... Windows device configuration, and endpoint deployment • Ability to walk into a site, assess what is needed, and take control of execution • Comfortable operating in fast-paced, high-visibility ...

Connection

Senior Field Technician Lead Remote

Springfield, IL · Remote

$19.50 - $26.75/hr

Connection is looking for a Lead Field Technician in the United States to oversee installations and deployments, lead field teams, and ensure quality in service delivery. This role requires strong ...

People also search for

All JobsRemote Windows Deployment Technician JobsRemote Windows Deployment Technician Jobs in Springfield, IL

Remote Windows Deployment Technician information

See Springfield, IL salary details

$22

$31

$44

How much do remote windows deployment technician jobs pay per hour?

As of May 28, 2026, the average hourly pay for remote windows deployment technician in Springfield, IL is $31.45, according to ZipRecruiter salary data. Most workers in this role earn between $24.04 and $41.68 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Windows Deployment Technician, and why are they important?

To thrive as a Remote Windows Deployment Technician, you need expertise in Windows operating systems, imaging, and deployment processes, often backed by certifications such as CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with tools like Microsoft Deployment Toolkit (MDT), Windows Deployment Services (WDS), and remote support platforms is essential. Strong problem-solving abilities, attention to detail, and clear communication skills help you efficiently support users remotely and troubleshoot deployment issues. These skills ensure smooth, secure, and efficient rollouts of Windows environments, minimizing downtime and user disruption.

What are some common challenges faced by Remote Windows Deployment Technicians when supporting distributed teams, and how can they be addressed?

Remote Windows Deployment Technicians often encounter challenges such as varying hardware configurations, limited onsite access, and network connectivity issues when supporting distributed teams. To address these, technicians typically use robust remote management tools, maintain clear documentation, and establish strong communication channels with end-users and local IT contacts. Proactively scheduling deployments and providing thorough user instructions can also help minimize disruptions and ensure successful rollouts in a remote environment.

What is a Remote Windows Deployment Technician?

A Remote Windows Deployment Technician is an IT professional responsible for installing, configuring, and maintaining Windows operating systems on computers and servers, typically from a remote location. They use various tools and technologies to automate and streamline the deployment process, ensuring that systems are set up according to organizational standards. This role often includes troubleshooting installation issues, updating system images, and supporting users during the deployment process. It may also involve working with network administrators and other IT staff to coordinate software rollouts and system upgrades.

What is the difference between Remote Windows Deployment Technician vs Remote Network Support Specialist?

AspectRemote Windows Deployment TechnicianRemote Network Support Specialist
CertificationsCompTIA A+, Microsoft Certified: Windows ServerCompTIA Network+, Cisco CCNA
Work EnvironmentDeploying Windows OS remotely, troubleshooting installation issuesSupporting network infrastructure, resolving connectivity problems
Industry UsageIT service providers, hardware vendorsISPs, corporate IT departments

The Remote Windows Deployment Technician primarily focuses on remotely installing and configuring Windows operating systems, requiring certifications like CompTIA A+ and Microsoft certifications. In contrast, the Remote Network Support Specialist handles network-related issues, often with certifications like CompTIA Network+ or Cisco CCNA. Both roles operate in remote environments within the IT industry but serve different technical needs. Understanding these distinctions helps employers and job seekers target the right skills and responsibilities.

What are popular job titles related to Remote Windows Deployment Technician jobs in Springfield, IL? For Remote Windows Deployment Technician jobs in Springfield, IL, the most frequently searched job titles are:
What job categories do people searching Remote Windows Deployment Technician jobs in Springfield, IL look for? The top searched job categories for Remote Windows Deployment Technician jobs in Springfield, IL are:
What cities near Springfield, IL are hiring for Remote Windows Deployment Technician jobs? Cities near Springfield, IL with the most Remote Windows Deployment Technician job openings:
Remote Windows Deployment Technician jobs near you

Lead Field Technician - REMOTE

Connection

Springfield, IL • On-site, Remote

$36.78 - $47.08/hr

Full-time

Medical, Retirement, PTO

Posted 29 days ago

Job description

Overview
What We Do
We calm the confusion of IT by guiding the connection between people and technology. If a customer is looking for a better way to manage their warehouse inventory, equip their workforce, or secure their data, we make it happen. All it takes is finding the right combination of tech hardware, software, cloud solutions, and support services. That's what we do. We're the IT Department's IT Department.
Who We Are
Our team is made stronger by a multitude of backgrounds, experiences, and perspectives. It's what makes Connection unique-what drives us to innovate and create technology solutions that stand apart from the crowd. We'd love for you to be a part of that fabric, to share your ideas and experiences with a team that thrives on fresh thinking, creativity, and helping others.
Why You Should Join Us
You'll find supportive teammates and a rewarding career at Connection-plus great benefits. We take pride in supporting employees with a total rewards package that provides financial, emotional, and physical resources for you and your family. Our compensation, 401k plans, medical insurance, and other benefits are progressive and competitive. We value the importance of our employees' emotional wellbeing. To support employees, we provide free therapy visits, mental health coaching and tools, and meditation resources. You'll also enjoy a generous paid time off package that includes not only vacation and care time, but also Wellness and Volunteer Time Off days.
Responsibilities
The Lead Field Technician serves as the senior technical resource for field operations, responsible for performing complex installations, deployments, troubleshooting technical issues, and leading field technicians to ensure projects are completed safely, efficiently, and to quality standards.
This role combines hands-on technical work with field leadership, coordinating daily activities, mentoring technicians, and acting as the primary on-site liaison between customers, project managers, and internal teams. There is typically travel to different client sites.
• Lead and coordinate daily activities of field technicians on various job sites.
• Assign tasks, monitor progress, and ensure work meets quality and safety standards.
• Provide on-the-job training, mentoring, and technical guidance to field technicians.
• Escalate complex technical or operational issues to management when necessary.
• Perform advanced installation, maintenance, and repair of systems, equipment, or infrastructure.
• Troubleshoot and resolve technical problems in the field.
• Interpret technical drawings, schematics, and project documentation.
• Ensure all installations comply with company standards, manufacturer specifications, and regulatory requirements.
• Serve as the primary on-site contact for customers and internal stakeholders.
• Coordinate equipment, materials, and tools required for field work.
• Track project progress and provide status updates to management.
• Ensure work is completed on schedule and within scope.
• Review completed work for quality and accuracy.
• Identify opportunities to improve processes, efficiency, and customer satisfaction.
• Support continuous improvement initiatives within field operations.
Min
USD $36.78/Hr.
Max
USD $47.08/Hr.
Qualifications
• Strong hands-on experience with field services, hardware deployments, and multi-site rollouts
• Experience leading technicians or serving as the senior technical resource in the field
• Solid working knowledge of SCCM imaging, Windows device configuration, and endpoint deployment
• Ability to walk into a site, assess what is needed, and take control of execution
• Comfortable operating in fast-paced, high-visibility environments
• Strong communication skills with both technicians and client-facing site contacts
• Professional presence, sound judgment, and ability to work independently
• Ability to lift up to 30lbs as needed and work in various environmental conditions
• Valid driver's license with ability to travel to job sites

Apply