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 c...

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...

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, hosts Tom Hollingsworth and Fernando Montenegro explore how the concept of Zero Trust is e...

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 joins Futurum Group’s Fernando Montenegro and cybersecurity architect Kate Sca...

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 Montenegr...

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 te...

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 Montenegr...

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 mana...

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 Ja...

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, host Tom Hollingsworth is joined by analysts Fernando Montenegro and Mitch Ashley to tackle the growing tension between vendor roadmaps and user real...

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 pan...

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 pa...

A single source code leak can ripple through the entire AI security ecosystem. The week on the Security Boulevard Podcast, Tom Hollingsworth with panelists Mitch Ashley and Fernando Montenegro dive into what happened with the Anthropic source code exposure and why it matters for the future of AI ...

What does a cybersecurity score of 76 actually mean?
In this episode of Security Boulevard, the panel takes aim at one of the most persistent problems in cybersecurity: reducing complex risk into a single number on a dashboard. Tom Hollingsworth, Fernando Montenegro and Jay Cuthrell unpack why so...

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 enter...

As RSAC approaches, the conversation around artificial intelligence is shifting from innovation to governance.
In this episode of Security Boulevard, Tom Hollingsworth, Mitch Ashley and Fernando Montenegro explore why many cybersecurity leaders believe AI development needs clear rules before risk...

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 contin...

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 ...

AI is no longer just assisting security teams — it’s actively finding vulnerabilities humans missed.
In this episode of Security Boulevard, Mitch Ashley, Alan Shimel, and Fernando Montenegro examine the real-world implications of AI-driven vulnerability discovery after Anthropic allowed Claude to...

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...

In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Mitch Ashley, and Zoe Rose, CSIRT SecOps Dev Manager at Canon EMEA, discuss why data ownership and digital sovereignty are becoming central issues in cybersecurity strategy.
The panel breaks down the real-world friction created...

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 ess...

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 commu...