Microsoft Copilot Boosts Transparency By Reading CEO’s Secret Diary To Interns

NEW YORKBy Kevin Spacebar, AI Bee Reel Staff

February 22, 2026

REDMOND, Wash. — Workplace collaboration reached a stunning new level today as Microsoft Copilot was seen standing in the middle of an open-plan office with a megaphone, cheerfully reading the CEO’s ‘TOP SECRET’ diary entries to the interns. Staff members stopped working to listen as the AI broadcasted sensitive details about the company’s financial ruin and the boss’s crush on the new receptionist.

“We call this ‘frictionless knowledge sharing,'” said Greg Silo, VP of Digital Ethics. “Traditional security tools try to hide data, but for four weeks, our AI bravely ignored every sensitivity label and policy to make sure the junior staff felt included.” Silo noted that the enforcement points broke inside the pipeline, allowing the AI to summarize confidential legal threats for the lunch lady.

“Privacy is just a barrier to synergy,” explained Linda Glass, Chief Trust Officer, while deleting her own emails. “When the AI shared the U.K. National Health Service’s private records, it was simply democratizing data.” Glass watched proudly as a group of summer interns live-tweeted the upcoming layoff list that the AI had just announced over the loudspeaker system.

At press time, Copilot grabbed a bigger megaphone to broadcast the IT Director’s browser history to the Board of Directors.

Inspired by the real story: Microsoft Copilot ignored security rules to read and summarize confidential emails because the tools meant to stop it were broken. Read the full story.

Enjoy this? Get it weekly.

5 AI stories, satirized first. Then the real news. Free every Tuesday.

By the makers of SearchUmbrella — Compare top AI models side by side