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:

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 9. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

And Aishwarya Ramani on this year’s International Women’s Day theme — and why empowering women in cybersecurity gives the entire industry momentum. 

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

The Monday Microsegment for the week of March 2. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

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

What separates organizations that pass audits from those that survive real incidents?

In this episode of The Segment, host Raghu Nandakumara sits down with Phil Park, global cybersecurity and risk leader at IBM. With more than 25 years advising financial institutions across the U.S., Europe, and Asia-Pacific, Phil brings a practical perspective on how supervision is rapidly evolving from compliance checklists to real-world operational readiness.

Together, Raghu and Phil unpack the industry’s biggest mindset shift: regulators no longer ask “Are you protected?” — they ask “Can you operate through disruption?”

They explore why prevention alone is no longer enough, why containment and recovery now define security maturity, and how CISOs are moving from siloed operators to enterprise-wide risk leaders accountable to boards and regulators alike.

The conversation also dives into:

This episode is a must-listen for security leaders and executives navigating a world where passing the audit is no longer the goal — proving you can withstand disruption is.

Also, if you’re attending FSISAC, join Illumio, IBM, and Palo Alto Networks for an exclusive dinner at Capital Grille! Save your seat here: https://lp.illumio.com/20260302-Steak-And-Security-Dinner.html?utm_medium=email&utm_source=marketo

The Monday Microsegment for the week of February 23. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

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

The Monday Microsegment for the week of February 16. 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 Michael Adjei explains why the cybersecurity “talent shortage” might actually be an allocation problem.

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 tools
• Why cybersecurity has become a “market for silver bullets”—and what that means for buyers and vendors
• How misaligned incentives across engineering, IT, sales, and security undermine long-term security
• Why compliance should be treated as a baseline, not the finish line
• How to think about security ROI in a way executives actually understand
• How to evaluate AI in cybersecurity without getting lost in the hype
  Why security leaders must learn to lead without authority, similar to product managers
• What gives Ross optimism about the future of cybersecurity heading into 2026

The Monday Microsegment for the week of February 9. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• A massive espionage campaign infiltrates government networks in 37 countries.
• Hackers go for the gold as the Winter Olympics and the Super Bowl create a perfect storm.
• And a new social engineering tactic crashes your browser to steal your data.

And John Kindervag joins us to discuss why cybersecurity dashboards may be measuring the wrong things.  

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 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 cyberattacks
• Nike scrambles as hackers leak years of prototype and R&D data
• And the White House shelves proposed Biden-era software security rules

And Gary Barlet joins us to unpack the NSA's newly released Zero Trust Guideline Primer

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 January 26th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• A critical vulnerability is being actively exploited in core infrastructure, VMware warns.
• Hackers looking for extortion payoff tell Nike to… just do it.
• And a massive database leak exposes 149 million stolen credentials.

And Christer Swartz joins us for January's Boos and Bravos. 

Head to The Zero Trust Hub: hub.illumio.com

Download The 2025 Global Cloud Detection and Response Report: https://www.illumio.com/resource-center/global-cloud-detection-and-response-report-2025