Title: Windows Desktop OS Engineer
Location: Canton, MA
Rate: Negotiable
Duration: + 6 month contract - high potential to extend or convert
Job Summary
We are seeking a skilled Windows OS 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. While server administration experience is relevant, this role is specific to in-store Windows clients or desktops, as Windows servers are not involved in our POS systems.
Key Responsibilities
- Manage and maintain Windows-based POS devices across multiple locations
- Responsible for the build and maintenance of Windows OS images for in-store POS desktop environments, ~70,000 POS Windows machines.
- Create, test, and deploy Windows images for POS devices
- Configure and optimize Group Policy and other 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
The candidate will be building new hardened images from clean Windows builds from our hardware vendor. The supplied images are “wide open” so there is a lot of “hardening” to do so that these images meet our extreme 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 (from a Windows client or desktop perspective), including Group Policy as we don’t use Active Directory on our POS terminals.
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 client operating systems, particularly in enterprise environments
- Experience with imaging and deployment tools
- Familiarity with Group Policy
- Experience with remote management and monitoring tools
- Project planning, deployment, and documentation
- Experience with Windows Embedded Shell
- Experience with Windows DISM tool
Preferred Qualifications
- Microsoft certifications (e.g., MCSA, MCSE)
- Familiarity with POS hardware configurations, printers, etc…
- 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
EEO Employer
Apex Systems is an equal opportunity employer. We do not discriminate or allow discrimination on the basis of race, color, religion, creed, sex (including pregnancy, childbirth, breastfeeding, or related medical conditions), age, sexual orientation, gender identity, national origin, ancestry, citizenship, genetic information, registered domestic partner status, marital status, disability, status as a crime victim, protected veteran status, political affiliation, union membership, or any other characteristic protected by law. Apex will consider qualified applicants with criminal histories in a manner consistent with the requirements of applicable law. If you have visited our website in search of information on employment opportunities or to apply for a position, and you require an accommodation in using our website for a search or application, please contact our Employee Services Department at or 844-463-6178.