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Square

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Headlines · 6

  1. Square launches $1,999 AI kiosk with conversational voice ordering

    Square has unveiled the Square Kiosk, a 21.5-inch touchscreen ordering terminal with what the company calls an "agentic, conversational voice layer." Square says the voice layer "fully understands a seller's menu and listens and responds in real time," letting customers order the way they would naturally talk to staff, including asking questions or requesting modifications and substitutions. The pill-shaped device uses presence detection to greet customers as they approach and supports a contactless payment reader or card slot. It is available starting today at $1,999 for businesses with a Square Plus or Premium subscription, plus a $99-per-device monthly software fee.

    The Verge AI · 🔥 0
  2. Block taps OpenAI Daybreak for AI-powered security operations

    In a customer story published by OpenAI, Block — the company behind Square, Cash App and Afterpay — says its security team uses the OpenAI Defense Factory and has built its security harness on OpenAI Daybreak to handle vulnerability discovery, detection and response, with humans validating every result and deploying changes. OpenAI reports that Block can now replay a proposed detection change against seven months of production telemetry in under an hour, that a recent red-team exercise went from a high-level vulnerability submission to an automated proposed patch in about 18 minutes, and that the team saw a 50% boost in triage throughput, a 50% increase in intelligence gathering and investigations, and roughly 1,100 analyst-hours of investigation per quarter. Block CISO James Nettesheim said the team now picks different models for different tasks and plans to raise the risk level for more sensitive systems as AI judgment is proven out.

    OpenAI · 🔥 0
  3. Block, Cloudflare and Klaviyo on rebuilding companies for the agentic era

    In a panel moderated by The Information co-executive editor Amir Efrati, leaders from Block, Cloudflare and Klaviyo described how agentic AI is reshaping how their companies are organized. Cloudflare chief strategy officer Stephanie Cohen said the company had to redesign the work itself rather than bolt AI onto existing processes, cutting whole functions and building a “harness” layer that connects models to security, systems of record, company context and employee identities so models can be swapped. Block business lead Owen Jennings said that once agents could write production code in complex systems, the company rebuilt its functional model so engineering, product, design and sales work across Square, Cash App and Afterpay on shared capabilities; Block says it shipped about three times as many Square features in the first half of 2026 as a year earlier. Block also open sourced Buzz, a workspace where each agent has its own identity, permissions and context, while Cloudflare hired 1,111 interns this year and Klaviyo places engineers alongside partner functions as domain experts. Cohen said she personally expects more employees in five years.

    The Information · 🔥 0
  4. Google Maps adds Gemini-powered ordering and a first dining list

    Google is widening the Gemini-powered Ask Maps conversational tool so diners can place orders through Square and Uber Eats, not just the previously named partner Toast. Google also published its first fan-favorite dining list, compiling Maps search trends across 10 cities — Atlanta, Chicago, London, Melbourne, Montreal, New York, San Francisco, Santiago, Seattle and Tokyo — including a 216% rise in trending interest for cheeseburgers in Tokyo, 78% for the Michelada in Santiago and 75% for Ube in Melbourne (Google's own figures).

    ZDNET AI · 🔥 0
  5. Block uses Claude Fable 5 to orchestrate code migrations across thousands of pull requests

    In a Claude Blog Q&A published October 8, 2026, Block's head of AI capabilities Bradley Axen described how the company uses Claude Fable 5 to orchestrate company-wide code migrations: the model does high-level design work such as data models, API specs and algorithms, then directs up to dozens of cheaper models like Opus or Sonnet to make file edits and run tests. A single migration can span multiple repos and millions of lines of code, with as many as roughly a thousand pull requests merged, all coordinated in Buzz, Block's open-source workspace for human-agent teams. Axen said merges to main and production deploys still require two human approvals, and that in Block's own testing Claude refuses to try to bypass that dual-approval system.

    Claude Blog · 🔥 0
  6. Bites brings the agentic ordering fight to food delivery

    Bites, a small AI-native food-ordering startup, lets diners order through ChatGPT while routing orders directly to restaurants through point-of-sale integrations. Its lower-fee model is drawing attention from DoorDash, highlighting how agentic ordering could weaken delivery apps’ control over discovery, customer data and advertising.

    The Verge AI · 🔥 0

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