IT Field Engineer, Point of Sale (POS)

Randstad is seeking a high-caliber IT Field Engineer to support a major transportation and logistics client during a critical infrastructure transition. Based onsite at the REA Lab, this role focuses on the end-to-end lifecycle of Food & Beverage (F&B) POS environments, specifically driving the migration from Windows 10 to Windows 11. You will be responsible for ensuring production-ready images, managing deployments via SCCM/Intune, and providing Tier 3 escalation support both in the lab and across remote field locations. This is a high-visibility role requiring a blend of technical precision in PowerShell and SQL, a firm grasp of PCI DSS security standards, and the mobility to provide "hypercare" support at depots and aboard mobile units.

Key Responsibilities

• POS Environment Management: Build, upgrade, and troubleshoot F&B POS systems, including peripherals such as printers, Payment Entry Devices (PEDs), and cash drawers.
• Windows 11 Migration: Serve as a key contributor to the Windows 10 to 11 migration, ensuring all system images are production-ready and optimized.
• Tier 3 Escalation: Provide advanced troubleshooting support for issues escalated from Tier 2 support teams.
• Endpoint Administration: Utilize Intune and SCCM for critical patch deployments, application upgrades, and security policy enforcement.
• Deployment & Hypercare: Provide onsite deployment and "hypercare" support at remote locations, crew bases, and occasionally onboard moving transit units.
• Technical Operations: Manage standalone SQL (Express or Standard) installations and utilize PowerShell for environment automation and complex troubleshooting.
• Security & Compliance: Ensure all builds and configurations align with modern cybersecurity guidelines and PCI DSS 4.x standards.

Qualifications & Requirements

• Experience: 2+ years of experience building and deploying POS systems within retail environments.
• Technical Proficiency: Strong background in Microsoft Dynamics 365 Finance & Operations (Retail/Commerce) is highly preferred.
• Systems Knowledge: Advanced experience with Windows-based tablets, peripheral connectivity, and OS imaging.
• Security Standards: A solid understanding of PCI DSS 4.x guidelines and building secure, compliant retail systems.
• Scripting & Data: Proficiency in PowerShell for automation and SQL Server configuration.
• Mobility: Ability to work Monday–Friday onsite at the REA Lab and travel to regional hubs or aboard vehicles as needed (including lifting up to 50 lbs).