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An interview with the most prolific jailbreaker of ChatGPT and other leading LLMs


Pliny the Prompter has been finding ways to jailbreak, or remove the prohibitions and restrictions on leading LLMs, since last year.

The prolific prompter has been finding ways to jailbreak, or remove the prohibitions and content restrictions on leading large language models (LLMs) such as Anthropic’s Claude, Google’s Gemini, and Microsoft Phi since last year, allowing them to produce all sorts of interesting, risky — some might even say dangerous or harmful — responses, such as how to make meth or to generate images of pop stars like Taylor Swift consuming drugs and alcohol. Pliny even launched a whole community on Discord, “BASI PROMPT1NG,” in May 2023, inviting other LLM jailbreakers in the burgeoning scene to join together and pool their efforts and strategies for bypassing the restrictions on all the new, emerging, leading proprietary LLMs from the likes of OpenAI, Anthropic, and other power players. And the phrase “Fortune favors the bold?” That was coined by Pliny, from when he sailed straight towards Mount Vesuvius AS IT WAS ERUPTING in order to better observe the phenomenon and save his friends on the nearby shore.

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