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Microsoft's Clippy is back (and it's emotional)

Image via TechCrunch

Friday, October 24, 2025

Microsoft's Clippy is back (and it's emotional)

The race to embed AI into your operating system just heated up (yikes). Microsoft launched an Atlas competitor to OpenAI's browser, OpenAI acquired Sky for macOS integration, and Microsoft is bringing back Clippy as "Mico"—an emotional AI voice assistant. Meanwhile, the data wars are intensifying as Reddit sues Perplexity for unpaid scraping, and ChatGPT is now diving into your company's messy internal knowledge bases to actually make them useful. So here's the real question: when AI is literally everywhere on your computer, who actually owns the experience?

Top Stories

1
Two Days After OpenAI's Atlas, Microsoft Re-Launches a Nearly Identical AI Browser

TechCrunch

Microsoft and OpenAI launched nearly identical AI browsers within two days of each other, escalating competition in the emerging AI-assistant browser category where both companies are racing to embed intelligent agents into everyday web browsing.

microsoftopenaiai-browsercopilot
2
AI Companies Are Running Out of Free Content

Reddit is cracking down on AI companies scraping its content without payment, suing Perplexity and data-scraping intermediaries while selling official access to competitors—highlighting the emerging battle over who controls valuable human-generated training data.

data-scrapingai-training-datalegalperplexity
3
Meet Mico, Microsoft's AI Version of Clippy

The Verge

Microsoft launches Mico, an expressive AI character for Copilot voice mode that aims to make conversational AI more engaging and humanlike, reviving the company's decades-long effort to create beloved digital assistants.

copilotai-assistantsmicrosoftvoice-interface
4
OpenAI Acquires Sky for Mac Integration

OpenAI

OpenAI acquired Sky, a context-aware Mac AI interface, to integrate advanced natural language capabilities directly into ChatGPT and everyday user workflows, signaling a shift toward AI assistants embedded in OS-level tools rather than standalone applications.

openaiacquisitionagentsmacos
5
Work Smarter with Your Company Knowledge in ChatGPT

OpenAI

ChatGPT's new company knowledge feature connects internal business tools to deliver contextually accurate, citation-backed answers grounded in company data, enabling smarter decision-making and reducing manual information gathering across disconnected systems.

chatgptenterprise-aiknowledge-managemententerprise-ai-adoption

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