AI, Zero Trust, and the Evolving Threat Landscape with Bob Plankers

At VMUG Connect 2026 in Minneapolis, Pete Flecha and John Nicholson sit down with security expert Bob Plankers to discuss how AI is changing cybersecurity—on both sides of the battle. The conversation explores how threat actors are increasingly using AI-powered techniques, from sophisticated social engineering attacks to campaigns like UNC5221 and “Brickstorm.” Bob explains why identity remains the primary attack surface, why many organizations still misunderstand Zero Trust, and how privileged accounts have become some of the most valuable targets in modern IT environments. The discussion also covers AI-generated voice and video impersonation, the importance of strong identity controls, conditional access, privileged access management, and why organizations need to think differently about trust in an era where convincing fakes can be generated in seconds. Finally, the team explores how AI can be used defensively, including emerging efforts by frontier model providers to identify vulnerabilities, improve software security, and help organizations stay ahead in the cybersecurity arms race.