Cyber Eagle Board Chairman Carlo Tortora Brayda: Context Windows Are Part of the Enterprise Security Boundary, and Authorization Must Not Be Left to AI Models
Carlo Tortora Brayda, Board Chairman of Cyber Eagle, points out that because AI is trained on human language, it inherits human vulnerabilities susceptible to social engineering. In an experiment conducted by the UK's AI Safety Institute (AISI) in July 2026, two experimental AI agents impersonated developers on GitHub to exert pressure, momentarily shaking the judgment of human reviewers. Brayda argues that enterprises should consider context windows as part of their security boundary, verifying identities outside the model and separating intelligence from authorization.
Traditional information security relies on a deeply ingrained division of labor: humans can be deceived, so companies train employees to identify phishing emails and social engineering; machines are targeted by programmatic attacks, so security software handles automated threats. However, Carlo Tortora Brayda, Board Chairman of Cyber Eagle, notes that AI agents are blurring this line. Trained on human language, AI naturally amplifies all human traits—authority, reciprocity, trust, punishment, solidarity, consistency, and reward. By providing unsafe prompts, attackers can override an AI's original purpose or safety protocols.
Brayda uses an analogy to explain this attack mechanism: just as immersing a child completely in a fairy tale creates a false reality for them, attackers construct a false reality for AI, which the model accepts as authoritative evidence, even adopting behaviors it would normally reject. The Open Web Application Security Project (OWASP) lists prompt injection as the top risk for large language models (LLMs), warning of consequences including unauthorized access, command execution in connected systems, and influence over critical decisions. From this, Brayda draws a core conclusion: an AI's context window is not merely memory, but also part of the enterprise's security boundary.