Help Desk, IT Support, Technical Support

Pop-Up Talent; Virginia (MN); On-site; USD 80,000 - 110,000; Full time

Job summary

Pop-Up Talent is seeking an experienced IT End User Support Specialist to lead the design, support, and continuous improvement of its enterprise endpoint computing environment in Charlottesville, VA. This role goes beyond a traditional help desk, acting as the technical lead for endpoint technologies and automation initiatives to elevate employee technology experiences.

You will drive improvements in device management, security, Windows Autopilot, Intune, and Microsoft 365 modernization, while

Qualifications

• At least 5+ years of experience supporting enterprise Windows environments or similar end-user environments.
• Experience managing modern enterprise endpoint environments with a focus on engineering and support.
• Experience with Microsoft Intune, Windows Autopilot, and Microsoft 365 administration.

Responsibilities

• Design, deploy, and maintain standardized endpoint configurations for desktops, laptops, and mobile devices.
• Manage the complete endpoint lifecycle from provisioning to retirement.
• Provide Tier 1 and Tier 2 support for desktops, laptops, mobile devices, printers, and productivity software.
• Lead enterprise technology projects including Windows upgrades, device refreshes, and M365 deployments.
• Identify opportunities to automate IT processes and improve end-user experiences.

Skills

Windows environments

Endpoint engineering

Microsoft Intune

Windows Autopilot

Microsoft 365 admin

Hybrid AD / Entra ID

Windows deployment

Endpoint security

Configuration management

ITIL service management

Networking fundamentals

Automation & AI support

Job description

Job Description

Technical Support
Charlottesville, VA 22911

• Full-Time | Onsite

THE POSITION:

• A well-established and growing organization is seeking an experienced IT End User Support Specialist to lead the design, support, and continuous improvement of its enterprise endpoint computing environment
• This is more than a traditional help desk role. You'll serve as the technical lead for endpoint technologies, driving improvements in device management, security, automation, and the overall employee technology experience. You'll also play an important role in enterprise initiatives, including Microsoft 365 modernization, operating system upgrades, and future technology integrations
• If you're passionate about improving technology, solving complex technical challenges, and creating exceptional end-user experiences, we'd love to hear from you

WHAT YOU'LL DO:

Endpoint Engineering

• Design, deploy, and maintain standardized endpoint configurations for desktops, laptops, and mobile devices
• Manage the complete endpoint lifecycle, including provisioning, deployment, upgrades, maintenance, and retirement
• Improve endpoint performance, reliability, security, and user experience
• Serve as the technical expert for endpoint engineering and advanced troubleshooting

End User Support

• Provide Tier 1 and Tier 2 support for desktops, laptops, mobile devices, printers, and productivity software
• Resolve complex technical issues while delivering outstanding customer service
• Analyze recurring issues and implement long-term solutions
• Ensure service requests and incidents meet established service levels

Enterprise Technology Projects

• Windows operating system upgrades
• Device refresh programs
• Microsoft 365 E5 deployments
• Email migrations and domain consolidations
• Endpoint modernization projects
• Mergers and acquisitions (M&A) technology integrations

Automation & Continuous Improvement

• Identify opportunities to automate routine IT processes
• Implement AI-enabled support solutions to improve efficiency
• Enhance self-service capabilities and reduce manual support efforts
• Recommend and evaluate new technologies that improve IT operations

Documentation & Collaboration

• Create and maintain technical documentation and standards
• Collaborate with infrastructure, cybersecurity, and application teams
• Work with technology vendors and external partners
• Serve as an escalation resource for complex technical issues

KNOWLEDGE, SKILLS, & EXPERIENCE REQUIRED:

• At least 5+ years of experience supporting enterprise Windows environments, endpoint engineering, systems administration, or advanced end-user support
• Experience managing modern enterprise endpoint environments
• Microsoft Intune
• Windows Autopilot
• Microsoft 365 administration
• Hybrid Active Directory / Microsoft Entra ID
• Windows deployment and imaging
• Endpoint security and compliance
• Configuration management
• ITIL-based service management
• Networking fundamentals (DNS, DHCP, TCP/IP, Wi-Fi)
• Automation and AI-enabled support technologies

We are an equal opportunity employer, and we are an organization that values diversity. We welcome applications from all qualified candidates, including minorities and persons with disabilities.

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