Square ships Squaremates, an always-on AI partner wired into merchant business data

irvinebroque · x · 2026-11-13

Square launched Squaremates, an AI partner built for merchants on Cloudflare sandboxes. Connected to everything in Square, it keeps track of what's selling, who's coming back, and what's running low — surfacing what deserves attention and taking busywork off the merchant's plate. Another notable case of an AI assistant natively embedded in business software.

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