Square today announced that Squaremates, an intelligent business agent that can take on complex, multi-step work across a seller’s business using its own secure workspace, is generally available to U.S. sellers1. An evolution of Managerbot, Squaremates is the main way sellers experience Square Dashboard when they sign in: it’s where they ask questions, see what needs attention, and get work done. Alongside Squaremates, Square is also introducing an improved Square MCP (Model Context Protocol) and new Square CLI (Command-Line Interface), giving sellers and developers easy access to the Square platform, right within their own agentic tools – and the ability to build and host their own apps on Square with Squaremates Apps.

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Squaremates

Squaremates

“Running a business is an endless string of judgment calls that are all on the owner. How to price a new menu item, whether to add a shift, what to do about a slow week,” said Willem Avé, Square’s Global Head of Intelligence. “We built Squaremates to help share that load, and now it can take on more of the work than ever before: longer, more complex tasks that used to mean manual reconciliation and hours at a desk, now handled start to finish and handed back as something a seller can actually use. Square MCP and CLI further augment this vision. A lot of sellers already have an AI tool they like working in, and our job is to help that tool work directly with their Square business, so they can run things however’s most productive for them.”

Richer Capabilities, More Time Back

Managerbot launched in open beta six months ago, underpinned by two ideas: it monitors the business and proposes actions, while the seller decides; and it doesn’t just answer questions, it gets work done – all in service of helping sellers stay on top of what’s important and get time back to focus on what matters to them.

Squaremates builds on that foundation, with access to cloud compute that lets it take on work spanning multiple steps or tasks and touching more parts of a business. For example, Squaremates can look at a period of sales, identify customers who have lapsed, and generate a marketing campaign or discount directed at bringing those customers back. It can review a seller’s catalog and make bulk updates across prices, descriptions, channel visibility, and even images. Or it can weigh labor costs against sales for a specified period and come back with a more cost-optimized staffing schedule to review. Squaremates also now creates rich artifacts when completing a task – usable outputs like a polished, graphical sales breakdown or a fully designed, on-brand email campaign rather than simply a block of text in a chat window.

Squaremates’ reach is beginning to extend beyond Square itself. When it comes to restocking, a Squaremates capability currently in beta can check what’s running low, prepare an order, and build it directly on a supplier’s own site, ready for the seller to complete. And coming soon, a seller’s daily briefing will be able to pull in what’s waiting in their inbox alongside what’s happening in their business with permissioned access to their email account, giving sellers one place to start the day instead of several. The result: Squaremates can carry a task from start to finish, bring everything a seller needs into view before the day begins, and work directly with the third-party services sellers rely on to run their business, like suppliers, all while the seller decides what goes ahead.

“Our cheese sauce is made in-house, and it’s gold. I dip my fries in it, I dunk my burger in it,” said Fraser Thompson, who leads strategy and operations at Los Angeles-based BURGERS NEVER SAY DIE. “So I’m thinking, how are we not selling more of this stuff? I jump into Squaremates, and we dig into things like attachment rates and customer segments. Turns out our OGs, the regulars who’ve been with us since day one, love it. It’s an if-you-know-you-know kind of thing, and that insight made it obvious: we just needed to tell more people about it. I went to our marketing team and said, let’s have some fun with it. We started making silly posts on social, and made it way more discoverable. A few months later, we’d 12x’d our cheese sauce.”

Opening Square’s Platform to Sellers’ Own Agentic Tools

Many Square sellers already turn to outside AI tools to help run their business, exporting sales spreadsheets or inventory lists and asking AI assistants to make sense of it all. While Squaremates can handle those types of requests natively, Square MCP and Square CLI provide sellers with more options to continue using their choice of tools.

Square MCP is designed for sellers who already work with third-party AI assistants: they can connect their account once, then ask questions and make changes, with the assistant working from a defined set of Square actions. Square CLI is built for sellers and developers who want to script, schedule, or build on top of their Square account, giving their own tools and agents command-line access to Square’s APIs and the ability to create Squaremates Apps. With Squaremates Apps, sellers can build custom applications connected to their Square business, either by describing what they need to Squaremates or by using Square CLI with AI coding tools, then deploy and host them on Square. These tools can address recurring needs specific to an individual business, from splitting cash tips by hours worked to showing live staffing information across multiple locations.

“When you run multiple locations, a lot of the morning used to be playing catch-up just figuring out who’s where and whether every location is covered,” said Donnie McClanahan, who runs four cafes across the Knoxville, Tennessee area and consults for restaurants through his firm, Table & Ledger. “With the Square CLI and an AI coding agent sitting at my desk, I built a labor board app that pulls my team’s schedules and timecards into one live view across all of my locations. I can see who’s in, who’s working at another cafe, and who’s off, without checking each location separately. It gives me full focus in a fraction of the time.”

Giving Sellers More Intelligent Tools to Drive Growth

Today’s news continues a strategy Square has been building toward since introducing Square AI last year: giving sellers operational intelligence that used to require an entire back office, and extending sellers’ ability to shape that intelligence for themselves and use it to run their business. Squaremates’ expansion and the introduction of Square MCP and Square CLI are both expressions of that same commitment.

To help sellers get the most out of Square’s growing suite of agentic tools and capabilities, the company launched the Squaremates Tour, an in-person event series. These events kicked off recently, providing sellers with a space where they can get hands-on experience with Square’s AI tools, learn from other sellers about how they’re putting them to work, and talk to Square specialists. Sellers can find upcoming events near them by visiting this site.

Squaremates, Square MCP, Square CLI, and Squaremates Apps are available today to U.S. sellers at no additional cost. To learn more about Squaremates, visit squareup.com/us/en/squaremates. To learn more about Square MCP and Square CLI, visit developer.squareup.com/us/en/agents.

Square also plans to introduce a new Squaremates mobile app built on Buzz, providing sellers and their staff with a team communication and task management platform where teams can interact with AI agents to get real work done. Sellers can join the waitlist for alpha access at squareup.com/us/en/squaremates/waitlist.

About Square

Square helps businesses turn transactions into connections and businesses into neighborhood favorites.

In 2009, Square started with a simple invention – the first mobile card reader, which changed how the entire financial system thinks about small businesses. Square has since grown into a global business platform helping millions of sellers of all sizes participate and thrive in their communities.

Whether independently run or a global chain, Square understands that sellers succeed when they have the freedom to focus on the experiences that keep customers coming back. From point of sale and payments to online commerce, staff management, cash flow tools, and more, Square brings together the tools sellers need to run and grow on one intelligent platform. For more information, visit squareup.com.

1Squaremates is not currently available to Multi-Account Suite sellers

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