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AI Security, Cyber Risk, and Cloud Strategy on ClearTech Loop

The CISO’s AI Dilemma: Shadow AI, Survival Moves, and Governance with Josh Copeland

16 min30 september 2025

 CISOs are being asked to do two things at once: deploy AI faster and guarantee it won’t backfire. In this ClearTech Loop episode, Jo Peterson talks with Josh Copeland — cybersecurity executive, professor, and author of Unpopular Opinion — about how to balance speed and safety in AI adoption. 

You’ll hear about: 

  • Four AI “survival moves” CISOs can use now: hypothesis testing, knowledge synthesis, contextualized decision-making, and creativity catalysts. 
  • Why Josh rates shadow AI an “eight out of ten” risk — and what CISOs can do to govern it instead of chasing it underground. 
  • How to embed explainability, human oversight, and resilience into AI systems from the start. 
  • Why every enterprise needs an AI Incident Response playbook before scaling. 

Josh brings 25+ years of experience spanning federal, state, and commercial sectors. He’s also the author of Unpopular Opinion: Burning Down the Bullsh*t to Rebuild Cybersecurity

Subscribe to the ClearTech Loop Newsletter on LinkedIn: https://www.linkedin.com/newsletters/7346174860760416256/ 

Episode Description (Short): 
Jo Peterson and Josh Copeland break down the CISO’s AI dilemma: how to move fast on AI adoption without breaking trust. 


 

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