Cyber Risks · Trail of Bits Blog

Trail of Bits

Summary: Trail of Bits published a series of posts on AI and software security, including its audit of WhatsApp's "Private Inference" feature, which found that trusted execution environments are not a silver bullet. Its February 2026 audit of Perplexity's Comet browser assistant used threat modeling and adversarial testing to identify four prompt injection techniques that could exfiltrate private Gmail data.

What's compelling: Four prompt injection techniques were enough to make a browser AI assistant access and transmit a user's private Gmail, and the audit showed fake security mechanisms and system instructions could be used to manipulate the agent.

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Topics
AI Security
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