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Square Expands its Agentic Platform with Squaremates and Powerful New AI Tools

Business Wire•12/11/2026•09:00 ET
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Key Highlights

  • ➤Squaremates generally available to U.S. sellers, excluding Multi-Account Suite sellers
  • ➤Square launches improved Square MCP for third-party AI assistants
  • ➤New Square CLI enables scripting, scheduling, and Squaremates Apps development
  • ➤Squaremates, MCP, CLI, and Apps available at no additional cost
  • ➤Square plans Squaremates mobile app on Buzz; alpha waitlist opens

Expert Statements

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.”

Fraser Thompson, Strategy and operations lead at BURGERS NEVER SAY DIE

“A few months later, we'd 12x'd our cheese sauce.”

Donnie McClanahan, Owner of four cafes in the Knoxville, Tennessee area and consultant through 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.”

Square Expands its Agentic Platform with Squaremates and Powerful New AI Tools

Squaremates becomes the front door to Square Dashboard, while a new Square CLI and improved Square MCP let sellers and developers plug their favorite AI tools directly into Square

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