UnHack (the Podcast): CISO Changes and Building the Cyber Foundation with Dennis Leber
May 26, 2025: Dennis Leber, Cybersecurity Executive with a rich military and CISO background, discusses the current healthcare landscape. Dennis shares his unique journey from police officer to cybersecurity leader, challenging common assumptions about career paths in the field. As boards increasingly face responsibility for security breaches, what fundamental communication strategies should security leaders employ when explaining complex technical risks to non-technical executives? The conversation explores the gap between security professionals and boardrooms, with Dennis advocating for a “basic life-saving skills” approach to organizational security. Through personal anecdotes and pragmatic insights, this episode offers a refreshing perspective on leadership, talent development, and the evolving responsibilities of today’s security executives.
Key Points:
- 01:29 Military Background and Transition to IT
- 04:59 CISOs and Board Interaction
- 11:11 Cybersecurity Fundamentals
- 13:08 Lightning Round
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