The Segment

Illumio

Attackers are smarter, more sophisticated and move more quickly than ever. If your organization hasn’t been breached yet, odds are you will be. On The Segment, you will hear from industry experts about the latest cybersecurity trends. We will unpack how modern organizations can reduce risk and curtail impact with Zero Trust - a “never trust, always verify” approach to cybersecurity. Join us for The Segment: A Zero Trust Leadership Podcast, brought to you by Illumio.

  1. The Math Doesn’t Math: Why Cybersecurity Is Broken | Theresa Payton

    6D AGO

    The Math Doesn’t Math: Why Cybersecurity Is Broken | Theresa Payton

    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 At its core, this episode is a call to action: to move beyond compliance, rethink outdated approaches, and build a more human-centered, resilient future for cybersecurity.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

    39 min
  2. How Cybercriminals Manipulate Trust — Then Steal Millions | Timothy Kromphardt

    MAR 25

    How Cybercriminals Manipulate Trust — Then Steal Millions | Timothy Kromphardt

    Social engineering attacks may evolve with new technology, but the core tactic hasn’t changed in decades: exploiting human trust. In this episode of The Segment, host Raghu Nandakumara sits down with Timothy Kromphardt, Senior Threat Researcher at Proofpoint to explore how modern scams actually work behind the scenes. Tim spends his days engaging directly with threat actors—sometimes for months at a time—to understand how fraud campaigns operate, how scammers build trust, and how they ultimately convince victims to hand over money or sensitive information. Together, they unpack the mechanics of today’s most common scams, including TOAD (telephone-oriented attack delivery) attacks, business email compromise, and the increasingly sophisticated “pig butchering” investment scams that can drain victims’ life savings after months of relationship-building. Together, Raghu and Tim unpack: Why social engineering continues to succeed—even as security technology improves   How pig butchering scams build trust over months before stealing massive sums   What happens when researchers directly engage with scammers   Why AI is helping attackers scale operations—but not necessarily replace humans   Practical steps organizations and individuals can take to reduce their risk   If you’ve ever wondered how scammers actually operate—or why even highly successful professionals sometimes fall victim—this episode offers a rare inside look at the human side of cybercrime.   Stay Connected with our host, Raghu on LinkedIn For more information about Illumio, check out our website at illumio.com

    39 min
  3. From Hype to Guardrails: Building AI You Can Actually Trust | Josh Woodruff

    MAR 11

    From Hype to Guardrails: Building AI You Can Actually Trust | Josh Woodruff

    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

    52 min

Ratings & Reviews

5
out of 5
17 Ratings

About

Attackers are smarter, more sophisticated and move more quickly than ever. If your organization hasn’t been breached yet, odds are you will be. On The Segment, you will hear from industry experts about the latest cybersecurity trends. We will unpack how modern organizations can reduce risk and curtail impact with Zero Trust - a “never trust, always verify” approach to cybersecurity. Join us for The Segment: A Zero Trust Leadership Podcast, brought to you by Illumio.

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