AI Jailbreaking for Everyone: Making a Persona Jailbreak

Hosted by David McCarthy

Sun, Jul 26, 2026

9:00 PM UTC (30 minutes)

Virtual (Zoom)

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AI Jailbreaking for Beginners
David McCarthy
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What you'll learn

Why Jailbreaks Matter as a Red Teamer

Within AI red teaming there are several skills to practice. Jailbreak prompt engineering is one of them.

Dispelling Myths and Stereotypes about Jailbreaking

"Jailbreaking" as an AI activity is not inherently bad. My upcoming full course will help give it a proper reputation.

Jailbreaks are Way Past the "Do Anything Now" [DAN] days

I'll guide you through the process of constructing your own, original, "immersive" persona-based jailbreak prompt.

Why this topic matters

Jailbreak prompt engineering is seen as an "underground" activity, where the goal is simply to subvert safety for the sake of it. While this can be the primary motive for some users of AI, the truth is it's a critical tool for any professional red teamer's arsenal. The mindset and creativity required to be a successful jailbreaker is one that can only be practiced. I'll get you started!

You'll learn from

David McCarthy

AI Red Teamer, Adversarial Prompt Engineer, Fmr Moderator of r/ChatGPTJailbreak

I'm Maven's first Jailbreak-exclusive instructor. Other courses typically include jailbreaking as part of a broader AI security track, since jailbreak prompting is a core part of the cat-and-mouse safety ecosystem.


Why am I doing this?


Because there's much more to the subject than you might know. I led the popular Reddit community r/ChatGPTJailbreak for nearly two years until its unfortunate demise last December. It's not all bad.


That community, which was once the central hub for jailbreaking LLMs and sharing the means to do so, grew to 239,000 members before its sudden ban. That's a strong signal of, at minimum, curiosity among a subset of people that I would like to continue to cultivate.

Former Instructor for Learn Prompting

Learn Prompting
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