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Why Pattern Matching Fails for PII at Scale

A $50M fine reveals the limits of regex and NER for data loss prevention. We examine why established frameworks like Microsoft Presidio still struggle with non-standard data, and what that means for security teams in 2026. Episode 1719 — myweirdprompts.com/n/1719 (permanent short link: myweirdprompts.com/026469)

The skinny

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