The Segment

The Monday Microsegment for the week of April 20. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast. Microsoft’s biggest patch day this year includes a live SharePoint exploit. Two million Amtrak records leak. Did the railroad choo-choo-choose not to pay a ransom? And researchers find malware aimed at Israel’s water supply. New AI models like Anthropic’s Mythos are changing cybersecurity fast. Erik Boch joins us to explain why defenders and attackers are both paying attention. Head to The Zero Trust Hub: hub.illumio.com Get the Industry’s First Vendor-Neutral Zero Trust Certification: https://www.illumio.com/zero-trust-certification

Recorded live at RSA Conference 2026, this episode of The Segment features a compelling conversation between host Raghu Nandakumara and Theresa Payton—the first female White House Chief Information Officer and a leading voice on cybersecurity, AI, and digital risk. They tackle a critical question: If organizations are spending more than ever on cybersecurity, why are outcomes getting worse? Drawing from her experience protecting some of the most sensitive systems in the world, Theresa challenges conventional thinking around security frameworks, compliance, and the industry’s overreliance on checklists. The conversation dives into: Why the current cybersecurity model is fundamentally broken—and what needs to change The growing gap between security spending and real-world outcomes How AI is reshaping the threat landscape as both a powerful tool and a potential insider risk Why designing for the human user—not just the buyer—is key to better security The overlooked importance of data classification in a post-quantum future Practical ways teams can begin “reimagining” security, even with limited time and resources Theresa also shares behind-the-scenes insights from her time at the White House, including a surprising story that highlights just how personal—and nuanced—cybersecurity can be. At its core, this episode is a call to action: to move beyond compliance, rethink outdated approaches, and build a more human-centered, resilient future for cybersecurity. Stay Connected with our host, Raghu on LinkedIn For more information about Illumio, check out our website at illumio.com

The Monday Microsegment for the week of March 30. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast. ShinyHunters scales up its Salesforce extortion campaign, hitting major targets around the globe. Zero-day exploits aren’t cool. Do you know what’s cool? Negative-day exploits. And it’s sunshine and cyber alerts for the Golden State as California municipalities face disruptive attacks. And Gary Barlet joins us to unpack RSAC 2026 and the AI buzz. Head to The Zero Trust Hub: hub.illumio.com Get the Industry’s First Vendor-Neutral Zero Trust Certification: https://www.illumio.com/zero-trust-certification

The Monday Microsegment for the week of March 23. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast. The 3.4 million records exposed in massive healthcare tech breach Federal officials hunt for answers in the wake of Iran’s attack on Stryker Why cybercriminals are ditching malware for phone calls And Christer Swartz joins us for a Boos and Bravos segment! Head to The Zero Trust Hub: hub.illumio.com Register for Hard Truths in Cybersecurity: Fear, Liability, and the Industry’s Biggest Lies: https://www.illumio.com/resources/events/rsac-2026-registration

AI is moving faster than any technology shift we’ve seen before—but security is still being treated as an afterthought. In this episode of The Segment, host Raghu Nandakumara sits down with Joshua Woodruff, Founder & CEO of Massive Scale AI, to explore what it really takes to adopt AI, especially agentic AI, without putting your business at risk. Josh brings nearly 30 years of experience across security, cloud, and IT transformation, advising organizations from startups to Fortune 100 enterprises. As a zero trust thought leader, co-lead of the Cloud Security Alliance Zero Trust Working Group, and author of Agentic AI + Zero Trust, Josh shares why AI isn’t just another tools-led transformation—it’s a fundamental re-engineering of how work gets done. Together, Raghu and Josh unpack: Why AI should be viewed as “commoditized intelligence,” not a human replacement The unique security challenges of stochastic, non-deterministic AI systems How Zero Trust provides a business-aligned foundation for securing AI and data What it means to treat AI agents like digital employees—with identities, guardrails, and codes of conduct Real-world examples of AI agents going off the rails—and how to prevent it Josh’s five-question “Agentic Trust Framework” for securing autonomous AI systems Why security teams have a rare opportunity to become true enablers of AI-driven transformation If you’re a business leader, technologist, or security professional grappling with how to move fast on AI without breaking trust, this episode offers a clear, practical, and grounded roadmap for doing AI right—securely, responsibly, and at scale. Resources Mentioned: https://www.amazon.com/Agentic-AI-Zero-Trust-Business-ebook/dp/B0FL2WJQVQ Stay Connected with our host, Raghu on LinkedIn For more information about Illumio, check out our website at illumio.com

The Monday Microsegment for the week of March 2. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast. Security leaders brace for an epic backlash to U.S. and Israeli attacks on Iran. Meanwhile, Iran’s domestic internet cutoff provides a threat intel goldmine for defenders. And CISA gets a new leader as the agency navigates more than a year of internal turmoil. And Christer Swartz joins us to bust a cybersecurity myth! Head to The Zero Trust Hub: hub.illumio.com Join us at RSAC in San Francisco: https://www.illumio.com/resources/events/rsac-2026-registration

The Monday Microsegment for the week of February 23. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast. Hackers hijack nearly half a million dollars in New York school fraud. Government agencies breached after attackers exploit Ivanti zero-day vulnerability. And state-backed hackers weaponize generative AI to sharpen cyber operations. And Christer Swartz joins us to unpack this month's Boos and Bravos. Head to The Zero Trust Hub: hub.illumio.com Join us at RSAC in San Francisco: https://www.illumio.com/resources/events/rsac-2026-registration

In this episode of The Segment, Raghu sits down with Ross Haleliuk—Co-Founder & CEO of a stealth startup, author of Cyber for Builders, and host of Inside the Network and Venture in Security to unpack why most security failures aren’t caused by a lack of tools, but by a failure to execute the fundamentals.Ross brings a pragmatic, business-first lens to cybersecurity, cutting through hype, buzzwords, and so-called “silver bullets” to focus on what actually works in the real world. Together, they explore why breaches still happen even in organizations that invest heavily in security and why that investment still matters.In this conversation, you’ll learn:Why most cyber breaches still come down to security fundamentals, not next-gen toolsWhy cybersecurity has become a “market for silver bullets”—and what that means for buyers and vendorsHow misaligned incentives across engineering, IT, sales, and security undermine long-term securityWhy compliance should be treated as a baseline, not the finish lineHow to think about security ROI in a way executives actually understandHow to evaluate AI in cybersecurity without getting lost in the hypeWhy security leaders must learn to lead without authority, similar to product managersWhat gives Ross optimism about the future of cybersecurity heading into 2026

The Monday Microsegment for the week of February 2nd. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.Major consumer brands caught in a fresh wave of cyberattacksNike scrambles as hackers leak years of prototype and R&D dataAnd the White House shelves proposed Biden-era software security rulesAnd Gary Barlet joins us to unpack the NSA's newly released Zero Trust Guideline PrimerHead to The Zero Trust Hub: hub.illumio.comJoin us at RSAC in San Francisco: https://www.illumio.com/resources/events/rsac-2026-registration

The Monday Microsegment for the week of January 19th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.Europe’s space agency suffers a massive data breach.Attackers keep cashing in on Oracle’s old breach.And credit card skimmers go digital.And Aishwarya Ramani joins us to discuss executive sponsorship. Head to The Zero Trust Hub: hub.illumio.comDownload The 2025 Global Cloud Detection and Response Report: https://www.illumio.com/resource-center/global-cloud-detection-and-response-report-2025

The Monday Microsegment for the week of January 5th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.New year, new zero-day vulnerability in Windows Server.Ransomware rings in 2026 by hitting healthcare in Europe.And attackers cash in on holiday passwords.And Aishwarya Ramani joins us for a special Book Club segment! Head to The Zero Trust Hub: hub.illumio.comDownload The 2025 Global Cloud Detection and Response Report: https://www.illumio.com/resource-center/global-cloud-detection-and-response-report-2025

In this episode of The Segment, host Raghu Nandakumara sits down with one of the most influential technology leaders of our time: Tony Scott, President & CEO of Intrusion and former U.S. Federal CIO under President Obama. With CIO roles at Microsoft, VMware, Disney, General Motors, Bristol Myers Squibb, and Sun Microsystems, Tony brings a rare, decades-wide perspective on how enterprise technology evolves—and where it’s heading next.Tony shares his journey through some of the world’s most complex organizations, offering a candid look at the forces that drive digital transformation, why organizational silos still shape most architectures, and how AI may finally help dissolve them. He breaks down how cybersecurity models must shift in an era of ubiquitous AI, legacy infrastructure, and escalating regulatory complexity—and explains why continuous monitoring and long-term institutional memory are now essential.We also dive into Tony’s leadership philosophy, how he balances transformation with cyber risk, and what he’s learned transitioning from CIO to CEO of a cybersecurity company tackling some of today’s hardest problems. Key themes discussed:The evolution of the CIO role across decades of transformation Managing cyber risk amid AI proliferation, legacy systems, and modern architectures The importance of “useful life” frameworks for tech modernization Leadership lessons from navigating both public and private sector tech at scale A must-listen for CIOs, CISOs, tech leaders, and anyone preparing their organization for what’s next in AI-driven transformation and cybersecurity.