Conan O'Brien Fronts Adaptive Security’s AI Deepfake Training Series

In spring 2026, New York-based Adaptive Security launched a 15-episode video series that teaches enterprise clients to spot AI-generated deepfakes, voice-cloned impersonations, phishing, and physical-safety threats. The series stars Emmy-winning comedian Conan O’Brien, with scripts co-written by his Team Coco staff and Adaptive Security. Each episode opens with O’Brien delivering a comedic bit that illustrates the topic. The training is offered exclusively to Adaptive’s business customers.

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Adaptive Security, founded in 2024 by Brian Long and Andrew Jones, addresses a surge of AI-driven cyber threats. The firm cites a Deloitte projection that AI-enabled fraud could raise global losses from $12.3 billion in 2023 to $40 billion by 2027. Early collaborations with entertainment firms, such as “Clutch Cargo” celebrity-mouth swaps, underscored the need for awareness of AI-crafted media.

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• Deloitte forecast: AI fraud losses $12.3 B (2023) -> $40 B (2027).

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• Adaptive Security’s funding: >$140 million raised from Bain Capital Ventures, Andreessen Horowitz, Nvidia, and OpenAI investment funds.

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• Training series: 15 episodes, filmed in Los Angeles.

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Chief Product Officer Andrew Jones said the industry has entered a clear before-and-after phase, noting that attacks are now far more sophisticated and harder to detect, which makes a corporate strategy essential for protection. Conan O’Brien explained he joined the project to understand what younger users are doing online and said the collaboration was enjoyable. Adaptive Security also announced additional videos without O’Brien, broadening the curriculum.

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The training equips employees to identify synthetic media and AI-driven phishing, improving detection and response. Using O’Brien’s humor aims to boost engagement and retention of security practices, which could lower the risk of costly breaches that Deloitte expects to increase.

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• “There’s really a before and after,” — Andrew Jones, Chief Product Officer, Adaptive Security

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• “There’s the before, which was pre-AI, and then there’s the after, which is after AI — and after AI, these attacks have gotten much more sophisticated.” — Andrew Jones, Chief Product Officer, Adaptive Security

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• “There’s a lot more of them, they’re much harder to detect and remediate, so it’s already a huge problem.” — Andrew Jones, Chief Product Officer, Adaptive Security

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• “I teamed up with Adaptive Security just to figure out what these kids are up to. Turns out it’s pretty cool,” — Conan O’Brien, Comedian

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Adaptive Security will release non-O’Brien video modules in the coming weeks and expand its AI-focused training through 2026.

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