Generative AI has changed what a malicious email looks like. Messages that once gave themselves away through clumsy wording, generic pretexts, and reused templates now arrive fluent, personalized, and unique to each recipient, and the behavioral signals email filters have relied on for years are fading as a result. Proofpoint shared several examples of the shift at its Protect 2026 conference.

An AppSec team can point an AI agent running on a general-purpose model at its own web apps with little setup. Sure, the model writes the attacks. But everything that makes those attacks safe to run against production and worth acting on afterward lives in the harness around the model. The harness is where the engineering in AI pentesting sits. The Hugging Face intrusion OpenAI disclosed in July