Microsoft's Copilot ignored confidentiality labels on emails for a month in early 2026 — the second time in eight months it failed to keep secrets secret. The European Parliament's response was immediate: they disabled Copilot on all 8,000 of their devices. When the people who write privacy laws won't trust your AI with their own emails, that tells you everything. Microsoft says you can opt out of Copilot training. But the privacy policy still allows using your data for "advertising," "product improvement," and "compliance." Opting out of training doesn't opt you out of collection. Researcher Arvind Narayanan found Microsoft's privacy controls create an "illusion of choice" — the data still flows, just under different legal justifications.
What they claim: Copilot data is handled securely.
What we found: US jurisdiction (FISA, NSLs). 18-month retention. Human review. PRISM first. No Copilot-specific transparency report.
What they claim: Users can opt out of Copilot training.
What we found: Consumer: training by default. Opt-out excludes training but NOT product improvements, advertising, safety, compliance. Human reviewers. 18-month retention. Files 30 days.
What they claim: Copilot enhances productivity while respecting privacy.
What we found: In Windows, Edge, M365. Same infrastructure: Outlook (801 partners), DiagTrack, Bing. PRISM first (2007). Difficult to avoid on Windows.
What they claim: Microsoft protects all Copilot users equally.
What we found: Enterprise M365: no training. Consumer: training + review + retention + ads. Three privacy tiers by payment level.
What they claim: Microsoft markets Copilot as a secure AI assistant integrated across Microsoft 365 with enterprise-grade data protection.
What we found: On May 7, 2026, Microsoft disclosed three critical vulnerabilities in Copilot: CVE-2026-26129 (information disclosure in Business Chat), CVE-2026-26164 (information disclosure), and CVE-2026-33111 (command injection in Edge Copilot Chat, CVSS 7.5). In environments with broad data access, impact could include exposure of intellectual property and confidential communications.
What they claim: Microsoft claims Copilot respects sensitivity labels and data loss prevention (DLP) policies to protect classified information.
What we found: A code defect in Microsoft 365 Copilot bypassed sensitivity labels on Outlook emails for approximately four weeks in early 2026, exposing confidential content in Sent Items and Drafts — the second such failure in eight months. The European Parliament responded by disabling AI-powered features across 8,000 employee devices on February 17, 2026.
What they claim: Microsoft positions Copilot as an assistant that helps with the task at hand
What we found: Copilot's new design pulls from emails, files, chats, and meetings inline — all at once, all the time. It no longer waits for you to ask about a specific document. It proactively reads across your entire Microsoft 365 workspace to surface suggestions. Your private draft, your Teams DM, your calendar — all fair game for AI summarisation.