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Riley Walz, Silicon Valley's 'Jester,' Joins OpenAI in Surprise Move
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Riley Walz, Silicon Valley's 'Jester,' Joins OpenAI in Surprise Move

📅26 February 2026 at 18:22
📰Wired
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Riley Walz, known throughout Silicon Valley as its self-proclaimed "Jester," has announced he is joining artificial intelligence company OpenAI in a surprising career move that bridges the gap between tech criticism and insider status.

Walz has built a reputation for his satirical commentary on the technology industry, often poking fun at startup culture, venture capital excesses, and the grandiose claims of tech founders. His transition from outside commentator to employee at one of the most closely watched AI companies represents a notable shift.

OpenAI, the company behind ChatGPT, has been at the center of the artificial intelligence boom, attracting both admiration for its technological breakthroughs and criticism for its approach to safety and commercialisation.

Walz's role at the company has not been fully detailed, but his hiring suggests OpenAI may be looking to inject fresh perspective into its operations—or simply co-opt one of its more vocal critics.

The move follows a pattern in the tech industry where prominent commentators and critics are brought inside major companies, sometimes to shape narrative, other times to genuinely influence product direction.

Industry observers will be watching closely to see whether Walz maintains his critical voice from within or if the "Jester" becomes part of the court he once mocked.

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📰Source: Wired
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