Job Title: Systems Administrator
Location: Canton, MA.
Duration: 6 Months – CTH
Minimum Requirements:
• 5yr+ Windows sys admin experience
o Windows 10 & 11
• 2yr+ POS Image Building experience
• Very nice to have MCSE/MCSA (not required)
Job Summary
We are seeking a skilled Windows POS Device Technician/Engineer to manage, configure, and troubleshoot our fleet of Windows-based point-of-sale (POS) devices. The ideal candidate will have strong technical skills in Windows operating systems, including Windows 10 LTSC and LTSB, Windows 11, device imaging, and configuration management across multiple POS devices and Windows tablets.
Key Responsibilities
• Manage and maintain Windows-based POS devices across multiple locations
• Create, test, and deploy Windows images for POS devices
• Configure and optimize Windows settings for POS applications and security
• Troubleshoot and resolve Windows-related issues on POS devices
• Evaluate and remediate windows security vulnerabilities from periodic scans
• Develop and maintain documentation for POS device configurations and processes
• Collaborate with IT and operations teams to ensure POS device reliability and performance
• Manage wireless functionality for Windows tablets
Misc Information from HM:
Powershell and batch scripting is a “nice to have” skill, we use scripting to some degree, but it’s not a huge part of our future.Myself personally, I would shy away from a candidate who still uses scripting as their mainstay. Very good skill to have though, because any kind of scripting skills experience shows the candidate probably has a mindset that we’re looking for, meaning a logical approach to building and following processes.
This person will be creating new images from clean Windows builds from our hardware vendor (NCR), there is a lot of “hardening” to do with these images so that they meet our security specifications. They will also be deploying these images to our labs as well as maintaining them in the field.
The overall main skillset is a deep knowledge level of Windows 10 (LTSB & LTSC) and Windows 11, including Group Policy as we don’t use Active directory on our POS terminals. Ability to effectively take a clean Windows image from our vendors (mainly NCR) and (following a documented process) apply strict security measures and policies to the image. This person should have the depth of knowledge to 1), understand these measures and policies as well as 2), know of ways within the OS where we can strategically better our security measures. This paragraph is probably the overall main “thing” we’re looking for, along with an advancedability to work as a team and raise their hand when they see something that can be improved.
Required Qualifications
• Bachelor’s degree in computer science, Information Technology, or related field (or equivalent experience)
• 5+ years of experience managing Windows-based systems, preferably in a POS environment
• Strong knowledge of Windows operating systems, particularly in enterprise environments
• Experience with imaging and deployment tools
• Familiarity with Group Policy
• Experience with remote management and monitoring tools
• Experience with Windows Embedded Shell
• Experience with Windows DISM tool
Preferred Qualifications
• Microsoft certifications (e.g., MCSA, MCSE)
• Experience with POS software and hardware
• Knowledge of retail and/or hospitality IT operations
• Familiarity with networking concepts and troubleshooting
• Experience managing Windows tablets and their wireless functionality
Key Skills
• Windows OS administration
• System imaging and deployment
• Configuration management
• Troubleshooting and problem-solving
• Technical documentation
• Strong communication skills