David Gee, a veteran CISO, CIO, board advisor, and author, joins Ann Johnson, CVP of Cybersecurity, Microsoft, on this week’s episode of Afternoon Cyber Tea. Drawing on decades of experience and insights from his books, Gee explores the gap between theory and reality for security leaders, the role of imposter syndrome in professional growth, and why embracing discomfort is essential to effective leadership. The conversation examines how CISOs can balance risk management with business enablement, reset expectations with boards and executives, and build resilient, team-driven security cultures. Gee also shares perspectives on mentorship, long-term sustainability in the role, and how the CISO must evolve from a control-focused operator to a strategic influencer in an era shaped by AI, regulation, and constant change. 

Resources: 

View David Gee on LinkedIn 

View Ann Johnson on LinkedIn  

Related Microsoft Podcasts:  

Microsoft Threat Intelligence Podcast  

The BlueHat Podcast   

Uncovering Hidden Risks  

Discover and follow other Microsoft podcasts at microsoft.com/podcasts  

Afternoon Cyber Tea with Ann Johnson is produced by Microsoft, Hangar Studios and distributed as part of N2K media network.