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Fortune
Fortune
Christiaan Hetzner

The cofounder of tech startup Navan challenged his agentic AI to an all-or-nothing game—the result shocked him

Photo: Ilan Twig, Cofounder and Chief Technology Officer, Navan
  • Navan's Ilan Twig fundamentally reassessed his trust of large language models after asking his virtual AI finance chief to come up with five proposals for cutting the company's business travel expenses. When it failed, he raised the stakes and the agentic AI responded to the pressure with a surprising—and all-too-human—response. It cheated.

Mankind may have invented artificial intelligence, but we as a species still aren’t any closer to predicting how deep neural networks behave. Navan cofounder Ilan Twig learned that very lesson when experimenting with the capabilities of his own large language model-based agentic AI, and it fundamentally altered his perspective on the technology.

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