# Leadership, AI, and Cybersecurity I Craig Taylor

Page: https://stenobird.com/podcast/40-better-engineering-leadership-6759823/leadership-ai-and-cybersecurity-i-craig-taylor
Text version: https://stenobird.com/podcast/40-better-engineering-leadership-6759823/leadership-ai-and-cybersecurity-i-craig-taylor.md
Podcast: [40% Better - Engineering Leadership](https://stenobird.com/podcast/40-better-engineering-leadership-6759823)
Published: 2026-06-05T10:30:02+00:00
Episode link: https://www.spreaker.com/episode/leadership-ai-and-cybersecurity-i-craig-taylor--72181361
Audio file: https://dts.podtrac.com/redirect.mp3/api.spreaker.com/download/episode/72181361/episode_leadership_ai_and_cybersecurity_i_craig_taylor.mp3
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JSON: https://stenobird.com/v1/public/podcasts/40-better-engineering-leadership-6759823/episodes/leadership-ai-and-cybersecurity-i-craig-taylor
Duration seconds: 2883

## Resource

In this episode of 40 Percent Better, Bill Lennan sits down with Craig Taylor, CEO and Co-Founder of CyberHoot, to talk about leadership, cybersecurity, communication, and the power of positive reinforcement in workplace training. Craig shares his journey from early leadership experiences and public speaking failures to building a cybersecurity company focused on making security awareness engaging, human, and effective. The conversation dives into leadership lessons, root cause problem solving, social anxiety, Toastmasters, AI tools like ChatGPT and Claude, and why most cybersecurity training fails employees. You’ll also hear how CyberHoot is changing the way organizations approach cybersecurity awareness through gamification, behavioral psychology, and educational design. Topics covered: • Leadership lessons from failure • Public speaking and overcoming social anxiety • Root cause analysis in tech leadership • Cybersecurity awareness training • Positive reinforcement vs punishment culture • AI tools for writing and productivity • ChatGPT vs Claude • Building company culture in tech • Psychology and behavior change • Entrepreneurship and startup growth About the Guest: Craig Taylor is the CEO and Co-Founder of CyberHoot, a cybersecurity awareness and training platform that helps organizations improve cyber literacy through engaging and positive learning experiences. With a background in psychology, cybersecurity, and education, Craig brings a unique perspective to leadership and human behavior in technology. Companies and People Mentioned: 40 Percent Better Bill Lennan Craig Taylor CyberHoot Connect with Craig Taylor on LinkedIn - https://www.linkedin.com/in/craigmtaylor/ Learn more about CyberHoot: https://cyberhoot.com](https://cyberhoot.com Subscribe for more conver…

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## Transcript

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