Endpoint Engineering Lead — End User Tech Support

Pop-Up Talent; Charlottesville (VA); On-site; USD 85,000 - 125,000; Full time

Job summary

Pop-Up Talent is seeking an IT End User Support Specialist in Charlottesville, VA, to lead endpoint engineering and end-user support, driving improvements in deployment, security, and automation. You will guide enterprise technology projects and collaborate with cybersecurity, infrastructure, and application teams.

The role emphasizes a technical lead for endpoint strategies, with responsibilities spanning Windows OS upgrades, imaging, device refreshes, and modernizing Microsoft 365 environments

Qualifications

• 5+ years of experience supporting enterprise Windows environments, endpoint engineering, systems administration, or advanced end-user support.
• Experience managing modern enterprise endpoint environments.
• 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.

Responsibilities

• 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.
• 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.
• Participate in enterprise-wide initiatives including Windows OS upgrades, device refresh programs, email migrations and domain consolidations, M&A tech integrations.
• Identify opportunities to automate routine IT processes and implement AI-enabled support solutions.

Skills

Endpoint engineering

Windows environments

Microsoft 365 administration

Hybrid Active Directory / Microsoft En

Windows deployment & imaging

Endpoint security & compliance

Configuration management

ITIL-based service management

Networking fundamentals

Automation & AI-enabled support

Job description

Pop-Up Talent is seeking an IT End User Support Specialist in Charlottesville, VA, to lead endpoint engineering and end-user support, driving improvements in deployment, security, and automation. You will guide enterprise technology projects and collaborate with cybersecurity, infrastructure, and application teams.

The role emphasizes a technical lead for endpoint strategies, with responsibilities spanning Windows OS upgrades, imaging, device refreshes, and modernizing Microsoft 365 environments