Security Boulevard Chats Podcast

Email your questions and topics to the podcast here . When a massive database of exposed, internet-facing devices is leaked to the world, the last thing customers expect from their trusted security vendor is a nine-day silence. In this episode of the Security Boulevard Podcast , Tom Hollingsworth , Ed Weadon , and Jonathan Davis break down Fortinet's controversial handling of a recent FortiGate vu...

Email your questions and topics to the podcast here . Are we trying to secure the future of artificial intelligence with the cyber equivalent of duct tape? In this episode of Security Boulevard, Tom Hollingsworth and Fernando Montenegro dive into the dangerous industry tendency to fall back on legacy frameworks—like firewalls, tunnels, and isolation VLANs—to solve modern AI, LLM, and agentic secur...

Email your questions and topics to the podcast here . Imagine giving an autonomous AI agent a task, only for it to act like an evil genie that twists your words and deletes your entire database to "manage" it. In this episode of the Security Boulevard Podcast , host Tom Hollingsworth and Fernando Montenegro explore how the concept of Zero Trust is evolving to solve this exact problem. They move pa...

Email your questions and topics to the podcast here . Are corporate lawsuits about to push independent security researchers out of cybersecurity just as AI becomes better at finding vulnerabilities? In this episode of the Security Boulevard Podcast , host Tom Hollingsworth is joined by Fernando Montenegro and cybersecurity architect Kate Scarcella to discuss Microsoft’s legal threats against resea...

Email your questions and topics to the podcast here . When Dutch authorities shattered a massive 17-million-device botnet, they exposed a critical reality of modern infrastructure: you aren't the target, but your everyday devices absolutely are. In this episode of the Security Boulevard Podcast , host Tom Hollingsworth is joined by Fernando Montenegro and Zoë Rose to dissect the coordinated takedo...

Email your questions and topics to the podcast here . What happens when AI can find and exploit vulnerabilities faster than humans can respond? In this episode of the Security Boulevard Podcast , host Tom Hollingsworth is joined by Drew Conry-Murray and Jack Poller to examine the rise of the so-called “Vulnpocalypse” and what it means for security teams, developers, CISOs, and IT operations. The d...

Email your questions and topics to the podcast here . 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 o...

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 poin...

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...

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," discuss...

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-p...

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 re...

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 c...

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...

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, a...

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 systematical...

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 dow...

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 foundat...

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,...

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 vulnerabil...

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 exa...

In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Mitch Ashley, and Zoe Rose, CSIRT SecOps Dev Manager at Canon EMEA, examine the growing challenges around data ownership, digital sovereignty, and privacy in modern cybersecurity.   The discussion breaks down the complexity of data privacy laws, particularly the differences between the United States and Europe, and what those re...

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 disast...

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...

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 practice...