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Most cybersecurity leaders lose the boardroom before the conversation even starts.

In this episode of The Keyboard Samurai Podcast, I sit down with Jeffery Wheatman to break down why board-level cybersecurity conversations fail, and what executives actually care about when risk is on the table.

Jeffery pulls back the curtain on how boards think, why security teams struggle to get traction, and how translating cyber risk into business impact is the difference between influence and irrelevance.

We cover:

What boards really care about (and what they don’t)
Why acronyms, jargon, and technical detail kill credibility
The difference between owning risk and advising on risk
Why checkbox compliance creates a false sense of security
How to frame cyber issues in terms of money, operations, and accountability
What CISOs get wrong when communicating with executives

If you’re a CISO, security leader, or executive trying to get buy-in at the board level, this episode is a masterclass in speaking the language of decision-makers.

This isn’t about better slides.
It’s about better conversations.

Jeffery Wheatman - Cyber Board Conversations