July 31, 2026

AGL 480: Craig Taylor with CyberHoot

Craig Taylor

About Craig

Craig Taylor is a Certified Information Systems Security Professional (CISSP) since 2001 and a 30-year veteran of cybersecurity. In 2014, he co-founded CyberHoot, a cybersecurity awareness training company built on a simple but powerful premise: people learn better through positive reinforcement than through fear. CyberHoot serves more than 350 MSP partners, 100 direct customers, and over 100,000 end users worldwide. Craig also leads a cybersecurity consultancy that has delivered virtual Chief Information Security Officer (vCISO) services to more than 50 companies across a wide range of industries and sizes.

Throughout his career, Craig has led cybersecurity organizations at the intersection of high stakes and high complexity. He built and led security teams in web hosting at CSC, financial services at JP Morgan Chase, and manufacturing at Vistaprint, each environment demanding a different approach to culture, risk tolerance, and human behavior. Those experiences taught him that the hardest cybersecurity problems are rarely technical. They are organizational. Getting people to change behavior, make better decisions under pressure, and take ownership of their role in security requires the same skills as any leadership challenge: trust, clear communication, and a culture where doing the right thing is rewarded rather than punished. That insight is the foundation CyberHoot was built on.

Beyond the business, Craig brings a lifelong commitment to service and personal development. He is a Toastmaster, a Rotarian in Portsmouth, NH, and a 12-year Pan-Mass Challenge rider who has raised more than $150,000 for Dana-Farber Cancer Institute, covering 192 miles every August in support of cancer research.


Today We Talked About

  • Background
  • Cyber Security
  • Security Awareness Training
  • Cyber Awareness based on psychology
  • How is AI affecting this?
  • 20% off for Podcast Referral code “AGEEKLEADER”
  • Rewards and incentives
  • Eliminate the Deception based cyber training
  • AI Slop
  • Mythos
  • Retention Policy
  • New Risks… Zero Days

Connect with Craig


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