"It looks like you're writing an email. Would you like help?" If you used Microsoft Office during the 90s, these words (or similar) echo in your memory. The Office Assistant, better known as Clippy, ...

If you were around for the release of Office 97, you'll know the overly-helpful Clippy Office Assistant. For newcomers to Office Suite, he was actually quite useful, showing you the ropes of the new ...

Microsoft has been testing the rollout of its Copilot AI technology to Microsoft 365 Personal and Family subscriptions. (Microsoft Image) In late October, Microsoft announced that it was starting to ...

I promise we’ll stop commemorating the 15th anniversary of Microsoft Bob after today–and today is the anniversary of the app’s formal release–but bear with me for one last item. Bob’s great ...

As an elder millennial, I remember Clippy well. I don't remember Microsoft Office's animated paperclip fondly, but I'll never forget him. The rarely helpful assistant would pop up to make suggestions ...

Michelle is Lifehacker's Associate Tech Editor, and has been reviewing games, laptops, phones, and more for over 10 years. She is based in New York City and holds a master's degree from NYU. Here's a ...

Apple's WWDC 2026 Keynote: Follow along with our live blog. Microsoft's Clippy has been resurrected for a cameo appearance in the company's latest Copilot update, which broadly aims to make its AI ...