Security Boulevard
The Security Boulevard Podcast dives deep into today’s most urgent cybersecurity topics, from ransomware and AI-driven threats to software supply chain risks and zero-day exploits. Hosted by industry veterans and thought leaders, each episode unpacks the challenges and innovations shaping how we defend the digital world. Whether you’re a security professional, developer, or tech leader, Security Boulevard delivers timely analysis, expert interviews, and forward-looking discussions to keep you informed and ahead of the curve.
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Is Apple Watch’s Always-Listening AI Crossing the Privacy Line | Security Boulevard Episode 51
Imagine wearing a device that quietly listens to your surroundings and emails you an AI-generated summary of your daily conversations—is it a breakthrough productivity tool or the normalization of ambient surveillance? In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Fernando...
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Securing AI Agents: Identity Management, Guardrails, and Industry 5.0 | Security Boulevard Episode 50
As AI agents evolve from novelty tools into autonomous digital workers, applying catch-all security policies or treating them like human users is a recipe for disaster.
In this episode of the Security Boulevard Podcast, Tom Hollingsworth and guest Kate Scarcella dive into the security challenges...
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Always Listening: Smart TV Surveillance, EULA Traps, and Real-World Threat Modeling | Security Boulevard Episode 49
Your smart TV might be watching you back—and footprinting every other device on your home network while it’s at it. In this episode of Security Boulevard, Tom Hollingsworth and Zoë Rose unpack the troubling revelations from Gamers Nexus regarding LG smart TVs, examining how ambient recording and ...
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Raising the Alarm or Selling the Solution | Security Boulevard Episode 48
When AI creators sound the alarm on apocalyptic cyber threats, are they warning society or pitching their own lucrative solutions?
In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Jack Poller, and Drew Conry-Murray unpack OpenAI’s recent open letter calling for a society-wi...
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Is Your Router Spying on You? Comcast Wi-Fi Motion Sensing & Home Privacy Risks | Security Boulevard Episode 47
Imagine your home router silently tracking every step you take through your living room—without you ever realizing it. In this episode of the Security Boulevard Podcast, host Tom Hollingsworth is joined by cybersecurity experts Jack Poller and Kate Scarcella to tackle Comcast’s controversial move...
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When AI Models Go to War: Anthropic’s Unintended Cyber Conflict | Security Boulevard Episode 46
What happens when autonomous AI agents are given competing goals without strict safety boundaries?
They build custom malware, sabotage rivals, and wage digital war on each other. In this episode of Security Boulevard, host Tom Hollingsworth along with Fernando Montenegro and Drew Conry-Murray u...
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Navigating Modern Cyber Threats: Enterprise Defense Strategies for the AI Era | Security Boulevard Episode 45
Cyberattacks are evolving faster than ever, leaving enterprise IT teams scrambling to protect their networks against intelligent threats. In this episode of the Security Boulevard Podcast, hosts Tom Hollingsworth and analyst Fernando Montenegro from The Futurum Group break down the shifting cyber...
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$90M Crypto Hack Shatters Offline Wallet Security | Security Boulevard Episode 44
Storing your cryptocurrency offline might not protect your wealth as well as you think.
In this episode of Security Boulevard, host Tom Hollingsworth joins cybersecurity experts Drew Conry-Murray and Ed Weadon to breakdown how attackers siphoned over $90 million in Bitcoin from supposedly air-gap... -
Why NVIDIA & Tech Giants Formed an AI Security Alliance | Security Boulevard Podcast Episode 43
What happens when the world’s biggest tech companies team up to fix AI security, but leave the top AI creators out of the room?
In this episode of Security Boulevard, Tom Hollingsworth is joined by security research analyst Fernando Montenegro to break down the sudden launch of the Open Secure AI... -
From Tech Nerd to Boardroom Liability: How the CISO Role Is Evolving | Security Boulevard Podcast Episode 42
Is the traditional CISO officially extinct? In this episode of the Security Boulevard Podcast, host Tom Hollingsworth is joined by security research analyst Fernando Montenegro and 25-year industry veteran Kate Scarcella to discuss the evolution of Chief Information Security Officers, from hands-...
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AI-Powered Zero-Days: The "Exploitarium" Open Source Chaos | Security Boulevard Podcast Episode 41
What happens when an anonymous researcher uses AI to unleash a hidden wave of zero-day exploits without giving maintainers any warning? In this episode of the Security Boulevard Podcast, hosts Tom Hollingsworth and Fernando Montenegro dive into the chaos caused by the "Exploitarium" code drop on ...
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Why Supply Chain Security Is Never "Fixed" And How to Manage the Gaps | Security Boulevard Podcast
What if the secret to mastering supply chain security is accepting that it can never actually be "fixed"?
In this episode of the Security Boulevard Podcast, host Tom Hollingsworth, co-host Fernando Montenegro, and Packet Pushers' Editor-in-Chief Drew Conry-Murray tackle the escalating complexit...
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"Not Our Problem"? Why Fortinet’s Slow Vulnerability Response Angered Customers | Security Boulevard
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...
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Why Old Network Security Tools Fail at AI & LLMs | Security Boulevard Episode 38
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...
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Controlling Autonomous AI: Why Zero Trust Isn't Just for Humans | Security Boulevard Episode 37
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...
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Did Microsoft Just Kill Bug Bounties? Zero-Day Backlash & The Claude Mythos AI Threat | Security Boulevard Episode 36
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...
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How a 17-Million Device Botnet Was Destroyed (And Why AI Can't Save Us) | Security Boulevard
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...
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The AI Vulnerability Apocalypse? How Mythos Is Changing Cybersecurity Forever | Security Boulevard Episode 34
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...
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100 AI Workers Per Human? How to Secure Agentic AI Before It Breaks | Security Boulevard Episode 33
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...
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The 47-Day Certificate Mandate: Is AI the Only Way to Survive the "Quickening"? | Security Boulevard Episode 32
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...
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Is the SOC Broken? AI Agents, Cloud Consolidation, and the “Cattle” Debate | Security Boulevard Episode 31
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...
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AI & The Customer Gap: Why OpenClaw Shook the Market | Security Boulevard Episode 30
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...
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Shadow IT, AI, & Hidden Cloud Risks in Cybersecurity | Security Boulevard Episode 29
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...
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SBOM and VEX Explained: The Future of Cybersecurity | Security Boulevard Podcast Episode 28
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...