Cybercrime isn’t just evolving, it’s industrializing. In this explosive season finale, Trust vs. is joined by one of cybersecurity’s most respected voices: Tom Kellermann, HITRUST’s new VP of Cyber Risk. Drawing on decades of experience advising the Secret Service, the World Bank, and the White House, Tom unpacks how today’s cyber cartels have outgrown narco-trafficking empires, how AI is transforming attacker tactics, and what the “axis of evil” looks like in cyberspace. From ransomware with backdoors to island-hopping attacks and the myth of hackers simply walking away, Tom explains why security needs to be dynamic, threat-informed, and elevated to the C-suite now.

Meet Ryan: https://www.linkedin.com/in/ryan-patrick-3699117a/

Meet Jeremy: https://www.linkedin.com/in/jeremyhuval

Meet Tom: https://www.linkedin.com/in/tomkellermann/

In this episode of Trust vs., cybersecurity law expert Cristin Flynn Goodwin joins the show to break down some of the most nuanced (and misunderstood) topics in cyber: active defense, regulation, and the legal implications of emerging tech like agentic AI. With over 17 years at Microsoft leading incident response and threat intel, Cristin shares what it really takes to disrupt nation-state actors, why “hacking back” is more emotional than practical, and how regulations like the EU Cyber Resilience Act are reshaping third-party risk. She also looks ahead to what may be the most complex challenge yet: governing AI agents in an identity-driven world.

Meet Ryan: https://www.linkedin.com/in/ryan-patrick-3699117a/

Meet Jeremy: https://www.linkedin.com/in/jeremyhuval

Meet Cristin: linkedin.com/in/cristin-flynn-goodwin-24359b4

Cristin’s Podcast "Advancing Cyber": https://advancingcyber.com/

Autonomous AI agents are no longer science fiction, they’re already reshaping how we work, build, and protect digital systems. In this episode, Jeremy Huval and Ryan Patrick are joined again by Richard Diver, Security and Identity Strategist at Microsoft, to break down what "agentic AI" really means and why it matters now. Richard unpacks the core building blocks of agent behavior (like entitlements, autonomy, and memory) and shares where the biggest risks lie as organizations rush to adopt agent-based systems. From identity sprawl to memory poisoning and the need for lifecycle management, this episode gives insights for security and GRC leaders who want to get ahead of the next wave of AI-driven innovation.

Meet Ryan: https://www.linkedin.com/in/ryan-patrick-3699117a/

Meet Jeremy: https://www.linkedin.com/in/jeremyhuval

Meet Richard Diver: https://www.linkedin.com/in/rdiver/