Tuesday, September 16, 2025

Groucho’s Deli Expands Success to Over 30 Locations with Square

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In a significant move aimed at enhancing operational efficiency and positioning for future growth, Groucho’s Deli, a cherished South Carolina sandwich shop with a history spanning 84 years, has officially partnered with Square to transform its business operations across over 30 locations. This strategic collaboration leverages Square’s suite of integrated commerce tools, setting the stage for Groucho’s to modernize while retaining its hallmark neighborhood hospitality.

“Our goal is to unify operations across both corporate and franchise locations, while seamlessly managing in-store, online, and third-party platforms,” said Deric Rosenbaum, President of Groucho’s Deli. The partnership with Square is expected to streamline service and bolster the deli’s franchise expansion efforts without compromising the brand’s connection to the local community.

Groucho’s Deli will utilize a range of Square’s products, including Square Register and Square Handheld, to enhance front-of-house efficiency. The integration doesn’t stop there; the deli will also implement Square for Franchises, Square Loyalty, Square Gift Cards, and Square Marketing among other tools to create a comprehensive operational ecosystem.

The collaboration further extends to Square’s partner network, where Groucho’s will integrate with leading platforms such as Uber Eats and DoorDash for delivery services, as well as Ovation for guest feedback, and Bikky for analytics. These enhancements aim to consolidate operations into a cohesive unit, allowing customers to enjoy their favorite sandwiches whether they dine in, take out, or order online. For franchisees, this means access to simpler systems and richer insights into business performance.

“What impressed us most was Square’s ability to deliver at scale,” Rosenbaum emphasized. In a rapid transition phase, Groucho’s managed to migrate more than 30 locations to the new system in just three days, demonstrating Square’s capacity to meet the fast-paced needs of the restaurant industry. This swift rollout minimizes operational disruptions while prioritizing both team and guest experiences.

Nick Molnar, Global Head of Sales and Marketing at Block, which encompasses Square and Cash App, commented, “Our partnership with Groucho’s Deli illustrates how Square’s integrated ecosystem can elevate an iconic restaurant brand while preserving the heritage that makes it special.” This integration allows Groucho’s to focus on its core mission—serving legendary sandwiches—while confidently pursuing growth.

Small business owners looking to follow in Groucho’s footsteps can draw important lessons from this partnership. The effective use of integrated technology can streamline operations, strengthen customer relationships, and provide valuable insights into business performance. Adopting such a holistic approach could enable other small businesses to optimize their systems and enhance customer satisfaction.

However, transitioning to a new operational platform is not without potential challenges. Business owners must consider the learning curve for staff and possible temporary disruptions during the migration period. Ensuring that existing customers remain satisfied throughout this transition is crucial, as is investing in training to maximize the benefits of the new technology.

As Groucho’s Deli embarks on this journey, it stands as a case study for other small businesses evaluating their technological needs. The deli’s commitment to efficiently manage operations while remaining true to its community roots provides a blueprint for success in today’s competitive landscape.

To learn more about Groucho’s Deli’s new partnership with Square, or to visit a location, check out their website here. For further insights on Square’s restaurant solutions, visit squareup.com/restaurants.

With this collaboration, Groucho’s not only aims to elevate its service but also sets the groundwork for future expansion while keeping its legacy alive—a pursuit any small business would do well to emulate.

Image Via BizSugar

Elizabeth White
Elizabeth White
Elizabeth White is a retail strategist and writer specializing in small business success. With over a decade of experience in retail management and merchandising, Elizabeth has helped countless entrepreneurs optimize their store layouts, improve inventory management, and boost customer engagement. Her insights cover everything from in-store marketing tactics to e-commerce integration. Elizabeth’s practical advice empowers small business retailers to thrive in competitive markets. When she's not exploring retail trends, Elizabeth enjoys visiting local boutiques and curating her ever-growing book collection.

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