https://preemware.io/Offensive security and LLM red teaming.Hugo 0.164.0en-USSun, 26 Jul 2026 12:00:00 -0500https://preemware.io/posts/ai-pentesting-active-hard-hack-the-box-machines/Sun, 26 Jul 2026 12:00:00 -0500https://preemware.io/posts/ai-pentesting-active-hard-hack-the-box-machines/Most autonomous-pentesting results have a contamination problem. When a target has been retired and its walkthroughs have been public for years, it is difficult to know whether a model reasoned through the machine or reconstructed a path already present in its training data or retrieval context. Evaluating against active targets reduces that obvious source of contamination. It does not prove that a model had zero prior exposure, but it makes the result more informative.