Senior Systems Administrator (Windows / PowerShell / POS)

Position : Windows System Administrator – POS Implementation

Location : Mechanicsville, VA 23116

Mode of Interview: In person

Short Description:

• Important to note before submitting as there are Temporary OVERNIGHT SHIFTS (from home): This individual will start on site for up to two weeks while they are trained on the systems and project work. This time will follow a standard 9am - 5pm work schedule, on site 4 days a week (Monday - Thursday). After initial training, they will be asked to work FROM HOME on an overnight shift (2am-10am) to assist with project work. After the project is completed (est. February), they will return to a standard 9am - 5pm work schedule, on site 4 days a week (Monday - Thursday).

• Parking IS PROVIDED (at no cost) to contractors at their new facility in Mechanicsville.

Complete Description:

• Project Description: POS Software rollout to 400 stores (1000+ registers) across the state of VA.

ABOUT THE ROLE

This is a System Administrator role. It requires a seasoned professional with a strong technical background. The ideal candidate will be comfortable working in a fast-paced, collaborative environment supporting a diverse portfolio of in-store technologies, integrated platforms, and retail systems.

As a System Administrator, you will be responsible for maintaining the health, stability, and performance of the Retail environment. You’ll play a key role in implementing system upgrades, managing hardware and software configurations, supporting integrations with third-party tools, and troubleshooting complex issues affecting store operations.

Your work will involve direct collaboration with cross-functional teams, including store operations, IT infrastructure, network teams, and external vendors. Assignments may include supporting the rollout of new POS features, system enhancements, deployment of new store technologies, and providing hands-on support for break/fix scenarios. Timely incident resolution and root cause analysis will be a critical part of your responsibilities.

Systems Administration, Monitoring, and Maintenance – 50%

• Responsible for daily checks of supported systems and software, ensuring the systems are getting backed up properly, applying operating system updates, and configuration changes.

• Responsible for installing and configuring new hardware and software on supported systems.

• Responsible for documenting the configuration of supported systems.

• Responsible for the security and compliance of supported systems.

• Responsible for adding/deleting/creating/modifying user account information, resetting passwords, etc. on supported systems.

• Answers technical queries about and troubleshoots any reported problems with supported systems.

• Utilize PowerShell scripting to automate administrative tasks, streamline system configurations, and improve operational efficiency across Windows-based environments.

Retail Operations Support – 20%

• Interface directly with users to resolve communications issues with Virginia ABC Registers, Licensee Workstations, and Servers.

• Utilize administrative tools to help assist users with software issues.

• Implement security procedures and tools to ensure rigorous security measures are in place.

• Interface indirectly with third-party vendors to replace failed hardware after thorough troubleshooting.

• Ensure that Client Services processes and procedures are followed, and resolutions are thoroughly documented.

• Perform follow-up calls and/or email to clients to ensure excellent customer service.

• Configure the operating system settings and POS software settings for the registers, licensee workstations, and servers in the retail environment.

Application Support – 30%

• Responsible for the configuration, administration and support of the software that runs the retail environment (GKOmniPOS).

• Responsible for the configuration, administration and support of the retail infrastructure Active Directory Domain and Certificate Services (Windows Server 2019).

• Ability to work with vendors in the event of new application builds being available.

• Identify potential risk within the current environment and work with vendors and other lines of business to remediate.

Must have:

• 5 years of experience with PowerShell

• 5 years of experience with Scripting

• 5 years of experience with Windows 10 Administration, Configuration, Patching

• 3 years of experience with Networking

• 6 months of experience with SaaS Background

• 6 months of experience with POS (Point of Service)