The Segment

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.

The Monday Microsegment for the week of December 8th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• CISA uncovers a new Chinese backdoor in U.S. networks.
• A massive breach hits South Korea’s largest e-commerce platform.
• And a record-breaking DDoS attack pounds the financial sector

And Gary Barlet joins us for his 2026 predictions! 

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 

The Monday Microsegment for the week of December 1st. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• CISA flags new risks in both cloud and industrial systems.
• Congress calls Anthropic to explain AI-enabled threats.
• And a real-estate tech breach may spill into major U.S. banks.

And John Kindervag joins us for his 2026 predictions! 

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 

The Monday Microsegment for the week of November 17th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• Akira turns up the heat on critical infrastructure.
• Did an AI model just run an espionage op?
• And a ghost in the cloud haunts Checkout.com

And Aishwarya Ramani joins us for an "Ask the Expert" segment. 

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 

The Monday Microsegment for the week of November 10th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• The U.S. Justice Department says the ransomware is coming from inside the house
• A foreign breach inside the U.S. CBO
• And another trusted security vendor becomes the target.

And Scott Smith with a "View from the Street" segment. 

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 

The Monday Microsegment for the week of November 3rd. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• State-sponsored hackers wiretap a major telecom supplier.
• BadCandy creates a sour surprise for Cisco admins.
• Small businesses, big breaches — 2025 is on track for a grim new record.

And Christer Swartz with a "Boos and Bravos" segment. 

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 

In this episode of The Segment, host Raghu Nandakumara sits down with Carl Froggett, Chief Information Officer at Deep Instinct, the first company to apply end-to-end deep learning to cybersecurity.

With nearly three decades of experience — including over 20 years at Citi leading global infrastructure defense and cybersecurity services — Carl brings a rare, full-circle perspective on how the cyber landscape, leadership, and culture have evolved from the early 2000s to today’s AI-driven world.

You’ll learn:

• How Carl “accidentally” fell into cybersecurity — and what the early days of firewalls and compliance-driven security looked like
  
   
• What it was like to pioneer one of Citi’s first dedicated cyber teams
  
   
• Lessons in leadership from iconic figures like Charles Blauner, Greg Lavender, and John Miller
  
   
• How Citi became an early adopter of technologies like Palo Alto Networks, Splunk, CrowdStrike, and Illumio
  
   
• Why building business alignment and trust matters more than ever for CISOs
  
   
• How to frame security risks in business terms — and where many leaders go wrong
  
   
• The massive shift from machine learning to deep learning in cybersecurity
  
   
• How generative AI and “dark AI” are redefining the threat landscape — and why the next era of defense demands a mindset change
  
   

Packed with nostalgia, hard-won wisdom, and forward-looking insight, this episode bridges cybersecurity history, human leadership, and the AI-powered future ahead.

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 October 27th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• Patch Tuesday just got a zero-day
• Nuclear secrets exposed through a SharePoint hole
• Former cybersecurity executive charged with selling secrets to Russia

And Gary Barlet joins us for an "Ask the Expert" segment. 

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 

The Monday Microsegment for the week of October 20th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• F5 breach shakes confidence in core cyber defenses
• Europe takes down a SIM-farm empire
• And China flips the script with hacking accusation against the U.S.

And Gary Barlet joins us for an "Ask the Expert" segment. 

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 

The Monday Microsegment for the week of October 13th. All the cybersecurity news you need to stay ahead, from Illumio's The Segment podcast.

• New details on a serious Oracle vulnerability
• Mama mia! Nintendo faces a possible data leak
• And payroll pirates plunder HR accounts. Argh.

And Gary Barlet joins us for an "Ask the Expert" segment. 

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