Trust.ID Talk: The Digital Certificate and Identity Security Podcast
Fighting AI with AI: Roger Grimes on What Actually Stops Hackers
November 12, 2026
In this episode of Trust.ID Talk: The Digital Certificate and Identity Security Podcast, host Michelle Davidson is joined by Roger Grimes, CISO Adviser at KnowBe4, cybersecurity veteran of nearly four decades, to break down what’s really driving breaches today and what security leaders can do right now to strengthen their defenses without getting lost in hype or complexity.
In this episode of Trust.ID Talk: The Digital Certificate and Identity Security Podcast, host Michelle Davidson is joined by Roger Grimes, CISO Adviser at KnowBe4, cybersecurity veteran of nearly four decades, to break down what’s really driving breaches today and what security leaders can do right now to strengthen their defenses without getting lost in hype or complexity.


What You’ll Learn:
Roger Grimes is a CISO Adviser at KnowBe4, bringing nearly four decades of cybersecurity expertise spanning roles from PC repair to VP of IT. With 16 published books and over 1,600 magazine articles on cybersecurity, Roger has established himself as a thought leader in identity management, AI-enabled defense mechanisms, and vulnerability mitigation.


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Episode Resources:



Key Takeaways:


Businesses often chase the latest intrusion detection tool while skipping unglamorous work like patching and staff training. The organizations that consistently do the fundamentals well are the ones that actually reduce risk, regardless of how sophisticated their tooling looks on paper.


AI-assisted vulnerability discovery combined with AI vibe coding could push CVE disclosures from around 48,000 last year to as many as 150,000 this year. However, Roger sees this as a short-term cost rather than a long-term trend. Within a couple of years, he expects AI-powered defensive tools to give defenders a genuine edge for the first time in decades.


Any MFA is better than a password alone. Nevertheless, most MFA methods remain vulnerable to adversary-in-the-middle attacks, in which a victim is tricked into visiting a fake site that captures their code in real time. Use MFA everywhere you can, and prioritize phishing-resistant options wherever it’s practical to deploy them.


Companies that ban AI outright often assume they’ve eliminated the risk. But employees are likely using AI tools in their personal lives regardless. A total ban just removes your visibility into what’s happening, whereas a sanctioned, monitored approach lets you set boundaries around what data can and can’t be shared.


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