Regional convenience store and fuel retailer with 5,000+ employees across New England and Florida
Cumberland Farms operates a large multi-state convenience store and gasoline network built on Oracle, Dynamics 365, and UKG for workforce and supply-chain operations. The hiring composition is heavily sales and operations-focused (675 and 237 roles respectively), with minimal engineering (8 roles) and sparse leadership depth (2 directors across 1,000 open positions) — typical of a legacy retail operator scaling compliance and inventory control rather than software-first transformation. Active projects center on physical infrastructure upgrades, omnichannel retail media, and post-acquisition systems integration.
Cumberland Farms operates as a convenience store and petroleum retailer with a presence across New England and Florida. The company runs a network of retail stores and gas stations supported by petroleum and grocery distribution operations and commercial property management. Founded in 1939 and headquartered in Westborough, Massachusetts, it operates with approximately 5,000–10,000 employees across sales, operations, and support functions. Current operational focus includes food safety and SOX compliance, inventory and shrink management, labor cost optimization, and integration of recently acquired properties into existing systems.
Primary tools include UKG (workforce management), Oracle and Dynamics 365 (ERP), Power BI (reporting), Smartsheet (project management), Kaseya (IT operations), and Stampli (accounts payable). Adobe Creative Suite and Figma support marketing and design.
Westborough, Massachusetts. Operations span New England and Florida with all hiring currently focused in the United States.
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