Three interviews: system fragility, operational clarity, and Identity for AI agents - Robin Macfarlane, Kyle Sandy, Todd Thiemann - ESW #471
Enterprise Security Weekly (Video)
Interview 1: Robin Macfarlane from RRMac Associats The Mattress Money Principle: What a 50-Year Veteran Knows About System Fragility In this interview, Robin and Adrian discuss how technology has evolved over the past 50 years. Despite massive technological changes over the decades: the PC revolution, the Internet, smartphones, the Cloud, and now Generative AI - the majority of financial institutions still use mainframes and midrange machines. Why? We explore the reasons why older technology persists alongside the new and the lessons retiring technologists can pass on to new generations...
info_outline
AppSec, Shopify-Style; State of Mobile Security; the News - Andrew Dunbar, Kern Smith - ESW #470
Enterprise Security Weekly (Video)
Interview with Andrew Dunbar, CISO at Shopify After 13 years at Shopify, Andrew has some valuable insights to share on application security. In this episode, we discuss how AI has changed application security processes where bug bounty now fits in a post-Mythos, post-AI harness world. Andrew's Resources: Interview with Kern Smith Kern Smith, VP of Global Solutions at Zimperium, joins us to talk about the state of mobile security. This was a great conversation, talking about the history of mobile devices in the enterprise and how challenging securing mobile apps is in the age of vibe-coding....
info_outline
Exploring AI Network Protocols; Vulnerability Truths and Guarantees; and the News - O'Shea Bowens, Jeremiah Grossman - ESW #469
Enterprise Security Weekly (Video)
Segment 1 - Interview with O'Shea Bowens What do we really know about "AI Network Protocols"? Network security is about to get popular all over again. Generative AI caused a disruptive explosion across all of tech and every company’s roadmap. The move from chatbots to AI agents doubled down on that disruption. Now agents need to talk to each other? Boom: we have MCP. A2A. Universal Commerce Protocol. General purpose and specialized protocols for agent communication. What does this look like from the network perspective, though? O’Shea Bowen joins us to answer this question, and he thinks...
info_outline
AI Security at Scale, CMMC phase II paused, and the Weekly Enterprise News - Keith Hollender - ESW #468
Enterprise Security Weekly (Video)
Interview with Keith Hollender, CEO and Co-Founder of Arcova Why AI Security Is Becoming an Execution Problem, Not Just a Governance Problem As enterprises move from AI experimentation to adoption at scale, security leaders are under pressure to enable innovation without introducing unmanaged risk. The challenge is no longer whether organizations should pursue AI, but how they can govern it, secure it, and operationalize it in ways that stand up to real-world business and threat conditions. In this conversation, Keith Hollender discusses what Arcova is seeing across enterprise environments as...
info_outline
Hungry? We talk Smoked Meat, Poutine, and Bagel - also, Identiverse Interviews! - François Proulx, John Pritchard, Cassie Christensen, Jaime Lewis-Gross, Kim Brown - ESW #467
Enterprise Security Weekly (Video)
Interview with François Proulx from Boost Security Software Supply Chain Security: Build Pipeline (CI/CD) Exploitation Boost Security is the creator of some very popular build pipeline security tools, like Bagel and Poutine. Today, we discuss their latest tool, Smoked Meat. They describe it as "Like Metasploit, but for CI/CD pipelines". Segment Resources: Smoked Meat Smoked Meat Smoked with Guillaume and François Identiverse Interview with Dr. John Prichard from Radiant Logic The Three Identity Problem: Surviving Identity Security's Chaotic Era Identity security has entered its chaotic...
info_outline
Mastering agent permissions and Identiverse interviews - Amir Ofek, Howard Ting, Ajay Gupta, Sandy Bird - ESW #466
Enterprise Security Weekly (Video)
Interview with Sandy Bird, co-founder of Sonrai Security In this week's interview, we kick off the conversation with how Sonrai's expertise in securing cloud identity permissions had the company well placed to address the explosion of AI agents and the clear risks they represented. On the surface, this looks like a cloud/hyperscaler permissions challenge, but it isn't that simple. As agents like Claude Code, Codex, and Hermes are connected to enterprise cloud agents, the risk spreads outside VPCs and onto endpoints. Check out the episode to learn more about some of the most common risks Sandy...
info_outline
Fixing pentesting, Meta is destroying its engineering org, the weekly news - Adriel Desautels - ESW #465
Enterprise Security Weekly (Video)
Interview with Adriel Desautels - the pentest is broken Adriel joins us for a discussion on the state of penetration testing, why it hasn't done much to help security teams over the last 20 years, and why AI won't save it. Segment Resources: Topic: Why Meta is destroying its engineering organization The titular essay: A very interesting analysis of what's going on inside big tech companies as they try to dogfood their own AI hype and tokenmaxx themselves into oblivion. There have been a LOT of stories on this, but this is the most comprehensive and enlightening. A few more are linked...
info_outline
Navigating Shadow AI in the Enterprise, Verizon's SECOND 2026 report, and the news - Ankita Gupta - ESW #464
Enterprise Security Weekly (Video)
Interview with Ankita Gupta, CEO of Akto How to Navigate Shadow AI Risk in the enterprise This week, we discuss AI governance in the enterprise, starting with the nuts and bolts of how to discover and understand shadow AI. Following that, we dive into what security and tech leaders should do next with this information: apply guardrails? Limit vendor options? Ankita has a wealth of experience and anecdotes to share here, from years of working with customers and seeing all the unexpected things that happen with AI in today's workplace. Segment Resources: Website: Book a Free Demo: LinkedIn: ...
info_outline
Safe AI at scale, what happens after initial access, and the weekly enterprise news - Albert Estevez Polo, Shiva Pillay - ESW #463
Enterprise Security Weekly (Video)
Interview with Shiva Pillay from Veeam Safe AI at Scale AI investment is exploding, yet nearly 90% of enterprise initiatives fail because the data powering AI cannot be trusted. That’s the uncomfortable truth the industry is facing right now. Safe AI at scale requires more than just great models—it demands trusted, governed, and recoverable data. This segment is sponsored by Veeam. Visit to learn more about them! Segment resources: Topic: Sure, we know how initial access works, but what about lateral movement? A special topic segment where we're joined by Albert Estevez Polo, field CTO...
info_outline
The State of AI in SecOps, the Unintended Consequences of Vulnmaxxing, and the News - Filip Stojkovski - ESW #462
Enterprise Security Weekly (Video)
Interview with Filip Stojkovski on the State of AI in SecOps Filip joins us to talk through the 2+ year rollercoaster that Security Operations tooling has been on since AI entered the chat. We discuss the AI SecOps market, which Filip closely tracks through his project. We also discuss how most of the market has traditionally been focused on the "middle" of the process, which is effectively alert management. Where the conversation really gets interesting is shifting left to discuss . Segment Resources: Be sure to check out - it has more than just vendor information: there are articles,...
info_outlineInterview with Jim Spignardo
What does it take to build AI workflows that work? Why do so many fail?
Jim isn’t a typical ESW guest. I think it’s essential for security folks to regularly step outside the security bubble and understand other perspectives and mindsets. That’s what we’re doing today with Jim.
He specializes in building custom AI architecture and workflows for his clients. We discuss the state of AI in the enterprise and why so many of these efforts fail. We’ll discuss the elements of AI success and whether security plays a role in helping AI efforts succeed or contribute to failures.
Segment Resources:
- https://www.proarch.com/
- Cowork vs Cowork - Why Microsoft 365 Copilot Cowork Is the One Built for Enterprise
RSAC Exec Interviews, Part 1
Trends Revealed in Fortinet’s FortiGuard Labs 2026 Global Threat Landscape Report
Fortinet’s Global Director of Threat Intelligence and Adversarial AI Research explores the trends revealed in the latest Global Threat Landscape Report from FortiGuard Labs, including a surge in AI-enabled cybercrime. As AI optimizes and accelerates attack techniques, here’s how cyber defenders should respond.
This segment is sponsored by Fortinet . Visit https://securityweekly.com/fortinetrsac to learn more about them!
X-PHY Delivers Hardware-Enforced Security for the Age of AI Agents
Camellia Chan, CEO and Co-Founder of X-PHY, discusses how Model Context Protocol (MCP) is making it easier for AI agents to plug into enterprise apps and operate with elevated permissions—creating new opportunities for attacks and data exfiltration. She explains how X-PHY’s hardware-enforced monitoring and detection sit beyond the OS trust boundary to enforce immutable limits on what agents can do and stop threats before data is lost, so organizations can adopt agentic AI with confidence.
Security leaders looking to deploy AI agents safely can request a demo or briefing with X-PHY at https://securityweekly.com/xphyrsac.
RSAC Exec Interviews, Part 2
Introducing Legion Investigator: Goal-Oriented AI Investigations
Traditional security playbooks often fail because they cannot capture the fluid, context-dependent reasoning required when a routine investigation hits a non-scripted "judgment point." Legion Investigator addresses this gap by employing goal-oriented AI agents that move beyond rigid scripts to interpret findings and execute complex, multi-step investigations based on your team's unique environment and expertise. By bridging the divide between automated execution and human-level reasoning, the platform ensures that every alert (no matter how unpredictable) is handled with the depth and consistency of a senior analyst.
This segment is sponsored by Legion Security. Visit https://securityweekly.com/legionrsac to learn more about them!
The Missing Layer in Zero Trust: The Security Policy Control Plane
Zero Trust has become the dominant security architecture for hybrid and cloud environments, but many organizations are discovering that deploying enforcement technologies alone does not deliver operational control. Firewalls, cloud security groups, and microsegmentation platforms enforce access decisions, yet the policies behind those controls are often fragmented, difficult to validate, and constantly changing. In this conversation, FireMon CEO Jody Brazil discusses why modern security architectures increasingly require a security policy control plane: a layer that continuously validates how policy is enforced across firewalls, cloud networks, and segmentation platforms. The discussion explores why policy drift occurs in real environments, how enforcement systems become difficult to coordinate at scale, and what organizations must do to ensure Zero Trust policies remain consistent as infrastructure evolves.
This segment is sponsored by FireMon. Visit https://securityweekly.com/firemonrsac to learn more about them!
Show Notes: https://securityweekly.com/esw-455