Square has announced a new ChatGPT app and Claude plugin, helping sellers get discovered and transact at the exact moment customers are making purchasing decisions through AI-powered conversations. Square was built to help sellers accept payments where their customers are. This foundation has expanded to helping sellers reach customers across key digital channels, from search and maps to social and marketplaces. As consumers increasingly turn to AI to decide where to eat, shop and book services, Square is extending this approach to help businesses show up with accurate information and, in supported AI experiences, directly order within these channels.
For sellers, this provides a new means of accessing customers without new complexity. Eligible sellers are opted in with no additional work, setup, or fees required. There is no API to build, no new tool to configure and no added cost. Sellers manage AI discoverability through their existing Square Dashboard, while Square handles the infrastructure layer – syncing business information, menu data, hours of availability and ordering information in real-time.
Food & beverage discovery and ordering via ChatGPT and Claude
Square Food & Beverage (F&B) sellers in the US with an activated Square Online Ordering profile are the first to go live. Customers can discover participating restaurants, browse menus and place orders using Order by Cash App. These route directly into sellers’ existing Square Online Ordering set-up, including POS and Kitchen Display System. The source of the order is visible in Square’s reporting, giving operators clear insight into how the new channels are performing. Square does not charge additional marketplace commissions on orders placed through these integrations, marking a meaningful distinction as commission structures on traditional delivery platforms continue to compress restaurant margins.
Expanding across AI experiences
While ChatGPT and Claude are the first integrations live today, there are more to come. Square is also working with Amazon to bring sellers into Alexa+ experiences, extending AI-powered discovery into voice commerce. These partnerships reflect a broader ecosystem strategy: as new AI-powered channels emerge, Square sellers gain visibility across them without needing to manage each integration individually. Square is building the connective layer so that sellers can focus on running their businesses while their digital presence expands to surfaces where customers are looking.
Why this matters for sellers
Customer discovery is changing. AI-powered chat, voice, and assistant experiences have become meaningful new surfaces where consumers research options, compare businesses and complete purchases. More than 42% of consumers now use AI tools to assist with shopping tasks, such as product discovery, comparison and selection. And by 2030, agentic shoppers could drive nearly US$385 billion in US e-commerce spending.
Most small- and mid-size businesses lack the engineering teams or budgets to build their own integrations into these emerging channels. Square’s approach removes that barrier entirely with:
- Integrated solutions: Square’s ChatGPT app and Claude plugin help eligible sellers reach customers without requiring them to build or maintain separate tools.
- Automatic enrolment: Eligible sellers are live immediately. No technical resources or onboarding friction.
- Zero added cost: No new contracts, no marketplace commissions, no additional fees on orders placed through AI channels.
Square is seamlessly embedding these platform capabilities so that sellers can remain focused on the in-person hospitality, connection and craft that keep customers coming back.
