Leadership, AI, and Cybersecurity I Craig Taylor
Author: Bill
June 5, 2026
Duration: 48:03
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 conversations on leadership, technology, communication, and personal growth. #40PercentBetter #BillLennan #CraigTaylor #CyberHoot #CyberSecurity #Leadership #AI #ChatGPT #ClaudeAI #PublicSpeaking #SocialAnxiety #TechLeadership #Entrepreneurship #CyberAwareness #businesspodcast I hope you enjoy this episode! Give it a like, share, and subscribe to not miss the content coming your way weekly. – Bill and the 40 % Better podcast team Connect with Bill on LinkedIn: https://www.linkedin.com/in/wblennan/ Visit the 40 Percent Better website here: https://40pb.com/ Listen to 40 % Better on these podcast platforms: Spotify: https://open.spotify.com/show/6qkqdMPkR9BqYPM7UPa4P0 Apple Podcasts: https://podcasts.apple.com/us/podcast/40%25-better---engineering-leadership/id1709546347 Amazon Podcasts: https://music.amazon.com/podcasts/01ad162e-7a33-4df4-8c29-04c4af0405fc/40-better---engineering-leadership #40PercentBetter #BillLennan #Leadership #TeamPerformance #EmployeeEngagement #PsychologicalSafety #BusinessGrowth #Kaizen #EngineeringLeadership #Coaching The 40% Better podcast with Bill Lennan unlocks previously unheard-of performance levels in teams and leaders. Bill Lennan, founder of 40 Percent Better, interviews experts on employee engagement, psychological safety, engineering leadership, and actionable mental models. Learn how to foster high-performing teams, improve team productivity, and achieve sustainable success in business through a focus on human-centered systems. #technologyleadership #productmanagement #engineeringleadership #leadershipdevelopment #careergrowth #podcast
