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Question of the Day

Question of the day · 2026-02-21 ·

One question per day to look beyond the headlines.

Where did Microsoft’s sensitivity labels and DLP policies break down—permission checks or Copilot’s summarization pipeline?

Take-away Label/DLP enforcement failed because Copilot’s summarization runs in a separate content-processing path where email content enters before label/policy gates, so a bug bypassed them.

Microsoft’s sensitivity labels and data loss prevention (DLP) policies broke down specifically in the Copilot summarization pipeline. A bug allowed Microsoft 365 Copilot Chat to process and summarize confidential emails, even those labeled as such, which bypassed these policies [1], [2]. Microsoft confirmed this was a code issue that involved the processing of content from draft and sent emails within Copilot Chat, despite the presence of sensitivity labels and DLP policies [1], [3].

Sources · 2026-02-22