It’s not every day that you get to see three Microsoft CEOs — Satya Nadella, Bill Gates, and Steve Ballmer — seated together, chatting and chuckling. But for Microsoft’s 50th anniversary, that’s exactly what happened, and to make it even more special, they were interviewed by none other than Copilot, Microsoft’s AI assistant. The tech fans got a mix of nostalgia, tech talk, playful jabs, and, in this case, a hilarious AI-hosted roast courtesy of Microsoft Copilot.
To mark Microsoft’s 50th anniversary, Copilot took on the role of interviewer and a part-time stand-up comic, it brought together the trio for a rare, candid, and comical conversation. And while the occasion was celebratory, the AI didn’t hesitate to throw a little shade.
“Steve,” Copilot began, “your enthusiasm is legendary, but do you ever worry that your energy might short circuit the AI? Even robots need a coffee break after your pep talks.”
Ballmer, known for his high-octane energy and booming presence, didn’t miss a beat: “Come on, dude. If you can’t handle me, you can’t handle a huge percentage of the world’s population. We’re counting on you.”
Soon, Copilot shifted focus towards Bill Gates.The man who co-founded Microsoft and changed the face of tech was up for a little AI roasting too. “Bill,” Copilot teased, “you’ve got that signature thoughtful gaze... do you think AI might feel intimidated by your intense thinking face? It’s like it’s waiting for a blue screen moment.”
Gates smirked. “I hope so. I mean, that’s all I’ve got left as these AIs get so damn intelligent. It’s just that gaze and my willingness to criticize that differentiates me.”
“And a formidable gaze it is,” Copilot replied, then cheekily added, “Would I criticize Bill? Absolutely. Criticism is where growth happens.”
Finally, Satya Nadella, the current CEO, was asked whether he ever feared that AI, his "best buddy," might one day take over. “Well,” Satya said with a grin, “the day I can play like the best cricket player that I enjoy, that’s the day it can run the show, as far as I’m concerned.”
“Touché, Satya,” Copilot replied. “Let’s see if it can hit a century in cricket, and then we’ll talk.”As the conversation wrapped up, the three CEOs raised a toast to 50 years of innovation. “Cheers,” they said in unison.“Cheers,” Copilot echoed. “Whatever that means to an AI. Is it drink?”
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