Retail Systems Administrator Level I
Listed on 2026-07-08
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IT/Tech
IT Support
Are you curious about solving complex business challenges for a leading convenience retailer? Do you have a passion for cross functional collaboration? Then you may be the perfect addition to our team!
Cumberland Farms is one of the fastest-growing convenience retailers in the United States, committed to becoming America’s #1 ‘one-stop’ destination. The business has an established pedigree of delivering excellent fuel, grocery and merchandise, and food service. Headquartered in Westborough, Massachusetts, our Company has grown to over 1,500+ locations across the United States employing over 18,000 team members. You can find us operating under the following store banners:
Certified Oil, Cumberland Farms, Fastrac, Kwik Shop, Loaf N Jug, Minit Mart, Sprint Food Stores, Tom Thumb, Turkey Hill, and Quik Stop. Our US headquarters in Westborough, MA is home to our Store Support Center, Company Warehouse, and Culinary Center.
- Competitive Wages
- Work today, get paid tomorrow through our earned wage access program*
- Paid Time Off
- Medical/Health/Dental Coverage
- 401K with Company Match
- Team Member Discounts
- Tuition Reimbursement
- Employee Assistance Program
- Health Savings Account
- Company Spirit Days
- Employee recognition and awards
- And much more!
The Retail Systems Administrator Level I is responsible for deploying new and existing technology systems, including hardware, software, low voltage networking in the 550+ Cumberland Farms Retail Stores. Providing technical support 24/7 for 3rd party deployment teams, corporate and field business units as well as providing Tier II support for the Retail Helpdesk team in a timely manner. Level 1 administrators perform tasks within a project, software rollouts, systems staging/testing and refurbishing.
As required, they are dispatched to the field for Tier II troubleshooting, site monitoring for Alpha/Beta pilots implementations. Demonstrates the company's core values through words and actions.
- Must be self-motivated, able to perform all duties in a safe manner and is expected to fullfill all aspects of the role with minimal supervision and be driven for success.
- Provide timely support for the IT Helpdesk, Corporate and Field Management, including but not limited to technical support and operational documentation of new and existing hardware /software systems in the retail store environment including accurate and timely recording of support tickets.
- Perform and or support software, hardware and new functionality deployments for all Cumberland Farms Retail Stores including store openings, closings and commisioning.
- Perform tasks within a retail systems project with coaching from management or more senior team members.
- Provide after hours support.
- Adhere to all policies, standards, and procedures including PCI DSS Security, internal IT security and the Change Management Process.
- Other Duties as assigned.
Retails Systems Administrator Level I routinely interfaces both in writing and orally with all levels of personnel throughout the company excluding senior management. This role supports 3rd party contractor technicians, provides guidance for process adherence, support for problem resolution and final sign off that requirements of the engagement were met. Must be able to communicate professionally both verbally and in writing.
Minimum Education:Associates degree in Computer Science or comparable work experience
Preferred Education:Bachelor's degree in Computer Science or similar Information Technology Degree
Minimum Experience:1 year's in an IT roll or 3 years' Retail Management
Preferred Experience:3+ years' in Retail IT Systems roll or IT PM/implementations role
Licenses/Certifications:CompTIA Certified, PMP Certification a plus
Soft Skills:Exceptional troubleshooting skills with a strong understanding of Microsoft Windows, PC Hardware , network hardware and cabling, experience with POS hardware systems is a big plus. Good written and verbal communication skills, ensuring they are properly tailored based on the recipient(s). Knowledge of PCI DSS compliance and ITIL Framework. Must have strong organizational skills, ability…
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