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Chip City Cookies Scales Beyond 50 Locations

  • Automatic
  • 3 September 2025
  • 2 minute read
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This article was written by Hospitality Technology. Click here to read the original article

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NYC-based cookie brand Chip City Cookies has partnered with Square to power its nationwide expansion. 

With Square’s all-in-one restaurant platform, Chip City has transformed operations – from customer experience to back-of-house insights – giving its teams the tools they need to scale efficiently without losing the magic that made the brand well-loved. 

Scaling is one of the biggest challenges facing restaurant operators of all sizes. That theme took center stage at a recent Restaurant Technology Network Town Hall, where leaders from Clay Handi, Amy’s Drive-Thru, Monical’s Pizza, and Flynn Group shared how they’re navigating growth while staying true to their brands.

For Chip City Cookies, the answer has been technology. By partnering with Square, the fast-growing cookie brand has transformed everything from customer experience to back-of-house insights — giving its teams the tools to expand efficiently without losing the magic that made the brand beloved in the first place.

Focused  on Hospitality

Founded in 2017 as a casual baking competition between friends, Chip City switched to Square in 2020. With Square’s platform underpinning their growth, they have expanded from five stores to more than 50 stores across nine states. With plans to continue expanding, the team chose Square for a tech stack that could match their momentum. Today, Square powers everything from point-of-sale and loyalty to labor management and back-of-house performance insights – helping Chip City stay nimble, data-driven, and focused on hospitality.

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“At Chip City, delivering a great guest experience starts with smooth operations behind the scenes,” said Peter Phillips, CEO and Co-Founder of Chip City, pictured right. “Square makes everything easier – training staff, managing menus, tracking performance – so we can focus our energy on the ideas that drive the brand forward, like new flavor drops, social moments, and creative marketing.”

Across their locations, Chip City is utilizing Square Register and Square Terminal for streamlined order-taking and payments, ensuring a quick and easy experience for both customers and staff. On the backend, Square Dashboard delivers real-time performance insights across all locations, allowing leadership to fine-tune everything from store hours to cookie flavors. These data learnings support everything from site selection to strategic investments and fuel Chip City’s continued rise as a leader in the dessert category.

As the brand expands, so does its investment in guest-centric technology – Chip City also credits Square Loyalty with driving repeat business. With every cookie purchase, guests earn points toward future rewards – a simple yet powerful tool that has helped turn first-time customers into devoted regulars. “We’ve had tremendous success with our Square Loyalty program, and our customers are repeat customers for the most part,” Phillips added.

This investment in technology and the growth this tech has unlocked has also helped Chip City secure venture capital for continued expansion, raising a total of $17.5M from Danny Meyer’s Enlightened Hospitality.

Please click here to access the full original article.

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