- Conan O’Brien Introduces New Cybersecurity Training Video Series
- Adaptive combines comedy and security awareness for company employees
- AI-generated scams are increasingly difficult for workers to identify
Cybersecurity awareness programs have faced a persistent problem for years: Employees often view mandatory training sessions as routine box-checking exercises.
Adaptive Security is trying a different approach by bringing iconic talk show host Conan O’Brien into a new training initiative focused on modern digital threats.
The New York-based company produced a 15-part educational series featuring O’Brien to help business users understand the growing online security risks.
Cybersecurity education gets a celebrity face
The videos examine issues such as phishing attacks, impersonation attempts, voice cloning schemes, deepfakes and other forms of fraud associated with AI technologies.
According to the company, each episode begins with a comedy segment related to the topic at hand before moving on to educational material.
The production involved a collaboration between employees of Adaptive Security and staff of Team Coco, the media company associated with O’Brien’s entertainment projects.
Adaptive said the series will be available to enterprise customers using its cybersecurity training and awareness products.
Alongside celebrity-led content, the company also releases additional educational videos that do not feature O’Brien.
“I teamed up with Adaptive Security just to understand what these kids are doing. Turns out it’s pretty cool,” O’Brien said in a statement.
The partnership reportedly came about after company employees expressed appreciation for some of O’Brien’s long-running comedy sketches and recurring television segments.
However, rather than focusing on the entertainment audience, the training materials are aimed at employees facing complex workplace safety challenges.
AI fraud raises new concerns
Adaptive Security was founded in 2024 and develops products to help organizations recognize and respond to cyber threats.
Its offerings include security awareness courses, phishing simulations and other services supported by a combination of proprietary and publicly available AI models.
Company executives say the threat landscape has changed significantly as generative AI tools become more widely available.
According to Andrew Jones, Adaptive’s chief product officer, attacks have become more sophisticated and more frequent.
“There’s definitely a before and after,” Jones said of AI’s growing influence on cybercrime activity.
“There’s the before, which was before AI, and then there’s the after, which is after AI – and after AI, these attacks became much more sophisticated.”
He added that businesses need clear strategies as emerging technologies make fraudulent campaigns increasingly difficult to detect and counter.
Frequently cited industry forecasts by cybersecurity companies suggest that financial losses from AI-based fraud could continue to rise in the years to come.
Adaptive views these projections as evidence of growing risks and argues that better training can help organizations reduce their exposure.
The company has attracted significant investor support, raising more than $140 million in multiple funding rounds involving prominent technology investors.
This financial support reflects greater interest in cybersecurity products, as organizations face increasing pressure to strengthen employee awareness programs.
For many companies, the challenge goes beyond producing training materials and involves maintaining employee attention throughout these sessions.
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