Security Boulevard Podcast
Security Boulevard – A Futurum Podcast is The Futurum Group’s weekly cybersecurity show and the companion to SecurityBoulevard.com. It’s hosted by Tom Hollingsworth of Tech Field Day, Mitch Ashley and Fernando Montenegro of The Futurum Group, and Alan Shimel of the Techstrong Group. New episodes post every Tuesday on the Security Boulevard YouTube channel, podcast applications, the Security Boulevard website, Techstrong.TV, and the Techstrong TV app.
Episodes
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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 cybersec...
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 Hy...
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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 p...
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 d...
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 hidd...
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 ...
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 Cla...
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 div...
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 rol...
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 shi...
Is the era of "wild west" AI development finally coming to an end, or are we just building taller fences?
In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Mitch Ashley, and Fernando Montenegro dive into why AI regulation has shifted from a "nice-to-have" ethical debate to an urgent cybersecurity mandate.
As the industry prepares to descend on San Francisco, the trio breaks down the high-stakes collision between...
If we can't see what AI is actually doing, how can we ever hope to secure it?
In this episode of the Security Boulevard Podcast, hosts Tom Hollingsworth, Mitch Ashley, and Fernando Montenegro break down the complex intersection of Artificial Intelligence and modern cybersecurity.
As AI continues to reshape software development, the team explores why observability has become the critical foundation for establishing accountability an...
AI agents are accelerating discovery, automation, and operational change—but enterprise security teams are still operating on human-speed processes.
In this episode of Security Boulevard, Mitch Ashley joins Tom Hollingsworth and Fernando Montenegro to examine what happens when AI-driven systems begin operating at machine speed while traditional security workflows remain constrained by governance, patch cycles, and change management...
AI is no longer just assisting security teams — it’s actively finding vulnerabilities humans missed.
In this episode of Security Boulevard, Tom Hollingsworth, Alan Shimel, and Fernando Montenegro examine the real-world implications of AI-driven vulnerability discovery after Anthropic allowed Claude to conduct large-scale scanning across open-source projects.
The result? More than 600 vulnerabilities identified — including a long-st...
Cybersecurity failures increasingly originate inside the software supply chain.
In this episode, Tom Hollingsworth, Event Lead at Tech Field Day and Networking Industry Analyst, joins Mitch Ashley, Vice President and Practice Lead, Software Lifecycle Engineering at Techstrong Research, along with Steve Puluka, Network & Security Engineer and Network Architect, Tech Field Day Delegate.
They examine supply chain compromises, in...
Cybersecurity plays a critical role in disaster recovery planning, especially as threats and environments continue to change.
In this episode of the Security Boulevard Podcast, Mitch Ashley, Fernando Montenegro, and Tom Hollingsworth discuss why realistic threat models and regular testing are essential to uncovering hidden weaknesses. The conversation draws lessons from past weather-related disasters and cybersecurity near misses,...
Jen Easterly, RSA Conference, and the Future of Cybersecurity Leadership | Security Boulevard Ep. 16
The appointment of Jen Easterly as CEO of the RSA Conference marks a pivotal moment for the cybersecurity industry.
In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Alan Shimel, and Fernando Montenegro discuss what this leadership change signals for the broader security community.
The conversation examines the evolving role of CISA, the growing influence of venture capital on cybersecurity startups, and why p...
In this episode of the Security Boulevard Podcast, Mitch Ashley, Fernando Montenegro, and Tom Hollingsworth cover several of the most active conversations in cybersecurity and software development today.
The panel examines Palo Alto Networks’ SHIELD framework, the rise of vibe coding, and the security risks that emerge when non-programmers begin building software without embedded security practices.
The discussion also looks at h...
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