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Even Microsoft’s retro holiday sweaters are having Copilot forced upon them

Microsoft has not one, not two, but three new sweaters available for $60 to $80.

I can take or leave some of the things that Microsoft is doing with Windows 11 these days, but I do usually enjoy the company’s yearly limited-time holiday sweater releases. Usually crafted around a specific image or product from the company’s ’90s-and-early-2000s heyday—2022’s sweater was Clippy themed, and 2023’s was just the Windows XP Bliss wallpaper in sweater form—the sweaters usually hit the exact combination of dorky/cute/recognizable that makes for a good holiday party conversation starter.

Microsoft is reviving the tradition for 2025 after taking a year off, and the design for this year’s flagship $80 sweater is mostly in line with what the company has done in past years. The 2025 “Artifact Holiday Sweater” revives multiple pixelated icons that Windows 3.1-to-XP users will recognize, including Notepad, Reversi, Paint, MS-DOS, Internet Explorer, and even the MSN butterfly logo. Clippy is, once again, front and center, looking happy to be included.

Not all of the icons are from Microsoft’s past; a sunglasses-wearing emoji, a “50” in the style of the old flying Windows icon (for Microsoft’s 50th anniversary), and a Minecraft Creeper face all nod to the company’s more modern products. But the only one I really take issue with is on the right sleeve, where Microsoft has stuck a pixelated monochrome icon for its Copilot AI assistant.

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Critics scoff after Microsoft warns AI feature can infect machines and pilfer data

Integration of Copilot Actions into Windows is off by default, but for how long?

Microsoft’s warning on Tuesday that an experimental AI Agent integrated into Windows can infect devices and pilfer sensitive user data has set off a familiar response from security-minded critics: Why is Big Tech so intent on pushing new features before their dangerous behaviors can be fully understood and contained?

As reported Tuesday, Microsoft introduced Copilot Actions, a new set of “experimental agentic features” that, when enabled, perform “everyday tasks like organizing files, scheduling meetings, or sending emails,” and provide “an active digital collaborator that can carry out complex tasks for you to enhance efficiency and productivity.”

Hallucinations and prompt injections apply

The fanfare, however, came with a significant caveat. Microsoft recommended users enable Copilot Actions only “if you understand the security implications outlined.”

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Microsoft tries to head off the “novel security risks” of Windows 11 AI agents

Agents with read/write access to your files create big security, privacy issues.

Microsoft has been adding AI features to Windows 11 for years, but things have recently entered a new phase, with both generative and so-called “agentic” AI features working their way deeper into the bedrock of the operating system. A new build of Windows 11 released to Windows Insider Program testers yesterday includes a new “experimental agentic features” toggle in the Settings to support a feature called Copilot Actions, and Microsoft has published a detailed support article detailing more about just how those “experimental agentic features” will work.

If you’re not familiar, “agentic” is a buzzword that Microsoft has used repeatedly to describe its future ambitions for Windows 11—in plainer language, these agents are meant to accomplish assigned tasks in the background, allowing the user’s attention to be turned elsewhere. Microsoft says it wants agents to be capable of “everyday tasks like organizing files, scheduling meetings, or sending emails,” and that Copilot Actions should give you “an active digital collaborator that can carry out complex tasks for you to enhance efficiency and productivity.”

But like other kinds of AI, these agents can be prone to error and confabulations and will often proceed as if they know what they’re doing even when they don’t. They also present, in Microsoft’s own words, “novel security risks,” mostly related to what can happen if an attacker is able to give instructions to one of these agents. As a result, Microsoft’s implementation walks a tightrope between giving these agents access to your files and cordoning them off from the rest of the system.

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Microsoft’s Mico heightens the risks of parasocial LLM relationships

“It looks like you’re trying to find a friend. Would you like help?”

Microsoft is rolling out a new face for its AI, and its name is Mico. The company announced the new, animated blob-like avatar for Copilot’s voice mode yesterday as part of a “human-centered” rebranding of Microsoft’s Copilot AI efforts.

Mico is part of a Microsoft program dedicated to the idea that “technology should work in service of people,” Microsoft wrote. The company insists this effort is “not [about] chasing engagement or optimizing for screen time. We’re building AI that gets you back to your life. That deepens human connection.”

Mico has drawn instant and obvious comparisons to Clippy, the animated paperclip that popped up to offer help with Microsoft Office starting in the ’90s. Microsoft has leaned into this comparison with an Easter egg that can transform Mico into an animated Clippy.

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Lilbits: Playable LEGO Game Boy kits, AI web browsers, and the short life of ultrathin smartphones

Just a week after a report suggested that Samsung is scrapping plans for a second-gen Galaxy “Edge” phone due to low sales of the Galaxy S25 Edge, it looks like Apple may be scaling back production of its ultrathin iPhone Air for similar re…

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Microsoft makes Copilot “human-centered” with a ‘90s-style animated assistant

“Mico” literally tries to put a face on Microsoft’s chatbot-turned-assistant.

Microsoft said earlier this month that it wanted to add better voice controls to Copilot, Windows 11’s built-in chatbot-slash-virtual assistant. As described, this new version of Copilot sounds an awful lot like another stab at Cortana, the voice assistant that Microsoft tried (and failed) to get people to use in Windows 10 in the mid-to-late 2010s.

Turns out that the company isn’t done trying to reformulate and revive ideas it has already tried before. As part of a push toward what it calls “human-centered AI,” Microsoft is now putting a face on Copilot. Literally, a face: “Mico” is an “expressive, customizable, and warm” blob with a face that dynamically “listens, reacts, and even changes colors to reflect your interactions” as you interact with Copilot. (Another important adjective for Mico: “optional.”)

Mico (rhymes with “pico”) recalls old digital assistants like Clippy, Microsoft Bob, and Rover, ideas that Microsoft tried in the ’90s and early 2000s before mostly abandoning them.

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Microsoft is bringing Copilot AI controls to all Windows 11 PCs

For the past few years Microsoft has been pushing the idea of Copilot+ PCs as special systems that have NPU’s with enough AI processing performance to allow you to use certain AI features without a cloud connection. But now Microsoft has announce…

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