Security Boulevard Podcast

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Imagine managing 100 autonomous digital workers for every human employee in your organization, now, how do you stop them from going completely rogue or violating your security compliance?
In this episode of the Security Boulevard Podcast, host Tom Hollingsworth sits down with Fernando Montenegro and Alan Shimel to tackle the chaotic frontier of Agentic AI and the massive cybersecurity challenges it introduces.
They discuss the critical difference between AI identity and cross-system authorization, debates whether we should treat autonomous agents like "cattle or pets," and breaks down practical zero-trust isolation frameworks using real-world enterprise architectures like SPIFFE.
From the traditional principal-agent problem in economics to the terrifying realities of scale and velocity, discover why human-centric security models are bound to shatter under the weight of an autonomous AI workforce and how modern security teams can prepare.
This and more on Security Boulevard Podcast, part of The Futurum Group Podcast Network.
#SecurityBoulevard #Cybersecurity #AI #AgenticAI #AIAgents #AIWorkforce #ZeroTrust #NonHumanIdentity #InfoSec 

Email your questions and topics to the podcast here.
What happens to your security team when public certificate lifetimes shrink to just 47 days?
In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Mitch Ashley tackle the looming operational nightmare of ultra-short certificate validity and why manual management is officially hitting its breaking point.
The panel explores the "Red Queen Hypothesis" in cybersecurity, moving faster just to stay still, before shifting gears to the impact of Anthropic’s Mythos on vulnerability management.
Discover how Microsoft’s partnership with Anthropic is turning AI from a weapon into a tool in the Secure Development Lifecycle (SDLC), the reality of "vibe coding," and why the industry must choose between automated patching or catastrophic failure in the age of the zero-day.
This and more on Security Boulevard Podcast, part of The Futurum Group Podcast Network.
#SecurityBoulevard #XFD15 #Cybersecurity #SecOps #CertificateManagement #AI #AnthropicMythos #Infosec #DevSecOps #CybersecurityPodcast #MicrosoftSecurity

Email your questions and topics to the podcast here.
As security alerts skyrocket and cloud infrastructure becomes the new normal, is the traditional Security Operations Center officially hitting its breaking point?
In this live episode of the Security Boulevard Podcast recorded at Security Field Day, host Tom Hollingsworth is joined by analysts Jack Poller and Fernando Montenegro to dissect the massive shifts hitting SecOps.
The panel dives into the implications of the Google/Wiz acquisition and Palo Alto Networks' Prisma Cloud moves, settling the debate on where cloud security truly belongs. They also engage in a heated discussion on the "Pets vs. Cattle" architecture in security, the rise of agentic AI, and whether automation can truly save analysts from burnout or if we’re just building a faster treadmill.
This and more on Security Boulevard Podcast, part of The Futurum Group Podcast Network.
#SecurityBoulevard #XFD15 #Cybersecurity #SecOps #AI #CloudSecurity #CybersecurityPodcast #Infosec #SOC #GoogleCloud #PaloAltoNetworks

Email your questions and topics to the podcast here.
The gap between what AI vendors build and what customers actually need has reached a breaking point in 2026.
In this episode of Security Boulevard, hosts Tom Hollingsworth, Mitch Ashley, and Fernando Montenegro discuss the growing tension between vendor roadmaps and user reality.
The team dives deep into the "Spring of Agentic 2026," discussing how the meteoric rise of OpenClaw disrupted the industry and forced major vendors to pivot toward real-world utility. From the rise of "vibe coding" and shadow AI to the critical need for faster OODA loops in cybersecurity, they explore how organizations are struggling to govern a world where anyone with a credit card and a browser can deploy an agent.
Are security teams leading the charge or just trying to keep up with the 10,000 RPM speed of AI development? This and more on Security Boulevard Podcast.
Hosts:
Tom Hollingsworth, Event Lead at Tech Field Day and Analyst for The Futurum Group
Fernando Montenegro, VP and Practice Lead for Cybersecurity at The Futurum Group
Mitch Ashley, VP and Practice Lead for Software Lifecycle Development at The Futurum Group
Alan Shimel, CEO of Techstrong Group
 

Email your questions and topics to the podcast here.
Modern cybersecurity risks aren’t always obvious, often hiding in plain sight.
This week on Security Boulevard, Tom Hollingsworth, Fernando Montenegro, and Jack Poller discuss the growing challenges of developer account terminations, shadow IT, and “shadow AI” across modern organizations.
The panel breaks down how cloud dependencies and third-party relationships are creating hidden risk surfaces that many companies aren’t fully prepared for.
From incident response planning to governance gaps, the conversation highlights why security teams need to think beyond traditional boundaries and prepare for failures before they happen.
This and more on the Security Boulevard Podcast, part of The Futurum Podcast Network.

Email your questions and topics to the podcast here.
What if the next major security breach comes from something hidden in your software supply chain?
In this episode of the Security Boulevard Podcast, Tom Hollingsworth is joined by Jay Cuthrell, Zoë Rose, and Devashri Datta to break down SBOM and VEX and why they matter more than ever.
The panel explores how these tools help teams identify real risks, respond faster to incidents like Log4j, and improve vulnerability management. They also discuss the growing impact of AI, open source software, and regulatory pressure across industries like automotive and healthcare.
This and more on the Security Boulevard Podcast, part of The Futurum Group's family of podcasts.
Guest:
Devashri Datta, Sr. Program Manager, Compliance and Cybersecurity
Panelists:
Zoë Rose, CSIRT manager at Canon EMEA
Jay Cuthrell, Chief Product Officer at NexusTek
Host: Tom Hollingsworth, Event Lead at Tech Field Day and Analyst for The Futurum Group
#SecurityBoulevard #CybersecurityPodcast #Cybersecurity #SBOM #VEX #SoftwareSecurity #DevSecOps #OpenSource #VulnerabilityManagement #InfoSec #TechPodcast #AppSec 

A single source code leak can ripple through the entire AI security ecosystem.
This week on the Security Boulevard Podcast, Tom Hollingsworth, Mitch Ashley, and Fernando Montenegro dive into what happened with the Anthropic source code exposure and why it matters for the future of AI security.
The discussion breaks down the cybersecurity, legal, and supply chain risks surrounding AI-generated code, including whether models like Claude introduce new intellectual property challenges and how organizations should rethink security by design.
This and more on the Security Boulevard Podcast.
Email your questions, comments, or topics to the podcast.
Learn more on The Futurum Group's website.
#SecurityBoulevard #CybersecurityPodcast #Cybersecurity #AI #AISecurity #Anthropic #ClaudeAI #DevSecOps #SupplyChainSecurity #CloudSecurity

What does a cybersecurity score of 76 really mean?
In this episode of Security Boulevard, Tom Hollingsworth, Fernando Montenegro, and Jay Cuthrell tackle one of the most persistent challenges in cybersecurity: reducing complex risk to a single number on a dashboard.
They unpack why so many security scores lack context, give a false sense of precision, and often mislead the very executives they’re meant to inform. The discussion dives into the pitfalls of oversimplified risk scoring models, the risks of relying on color-coded dashboards, and why metrics like CVSS often fail without proper business and environmental context.
The panel also contrasts proprietary “secret sauce” scoring systems with more defensible approaches to risk quantification, including frameworks like FAIR.
From misleading executive dashboards to the real challenge of communicating cyber risk in business terms, this episode provides a clear, critical look at why effective security metrics require much more than just a number.
#Cybersecurity #RiskManagement #CISO #CVSS #FAIR #SecurityBoulevard

NVIDIA is no longer just selling chips—it is becoming a central force in the future of AI infrastructure and security.
On this episode of the Security Boulevard podcast, Tom Hollingsworth, Alan Shimel, and Mitch Ashley break down NVIDIA’s growing security ecosystem and what it means for the enterprise.
The conversation explores NVIDIA’s partnerships with major players including CrowdStrike, HPE, and Cisco, and why the company’s role as an AI infrastructure provider puts it at the center of the next wave of cybersecurity strategy.
The trio also examines the urgent need to secure both AI development pipelines and AI-generated outcomes, as organizations race to deploy models, agents, and new AI-driven workflows. They also discuss the promise of NVIDIA OpenClaw and what toolkits like it could signal for the future of secure AI operations.
As AI adoption accelerates, one question becomes impossible to ignore: who will secure the infrastructure powering it all?
#Cybersecurity #AI #NVIDIA #AISecurity #EnterpriseAI #SecurityBoulevard

When a cyberattack moves from "pay us" to "destroy everything," the rules of digital warfare have officially changed.
In this episode of Security Boulevard, Tom Hollingsworth, Fernando Montenegro, and Jack Poller break down the devastating "wipe" attack on healthcare giant Stryker.
Unlike typical ransomware focused on financial gain, this attack saw laptops, phones, and entire systems systematically erased, signaling a chilling shift toward non-financially motivated nation-state aggression. The team explores why healthcare remains a "soft target," the critical importance of network segregation (which saved Stryker’s medical devices), and why identity security is the last line of defense in an era of destructive hacking.
From the "cybersecurity poverty line" to the dangers of weaponizing management tools like MDMs, this conversation is a must-watch for IT professionals and executives navigating today's perilous geopolitical landscape.
#CyberSecurity #StrykerHack #HealthcareIT #Infosec #SecurityBoulevard #NationStateActors #DigitalWarfare #IdentitySecurity #TechFieldDay #CISO #BusinessContinuity