Security Boulevard Podcast
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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Why Cybersecurity Risk Scores Fail CISOs
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’s AI Security Power Play: CrowdStrike, Cisco & HPE in the Stack
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... -
Beyond Ransomware: Why the Stryker "Wipe" Attack Changes Everything
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AI Needs Rules: Why Cybersecurity Leaders Are Calling for Real AI Regulation
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... -
Securing the AI Revolution: Why Observability is the Key to Trust | Security Boulevard Ep. 22
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...
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AI Agents Are Moving Faster Than Security Teams | Security Boulevard Ep. 21
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 ...
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Claude Just Exposed 600 Vulnerabilities. What Happens Next? | Security Boulevard Ep. 20
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... -
Supply Chain Security Is Everyone’s Problem | Security Boulevard Ep. 19
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... -
Data Ownership, Privacy Laws, and Trust in the Age of AI | Security Boulevard Ep. 18
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, Disaster Recovery, and Real-World Threat Models | Security Boulevard Ep. 17
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...
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Jen Easterly, RSA Conference, and the Future of Cybersecurity Leadership | Security Boulevard Podcast 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 commu...
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Security by Design — SHIELD, Vibe Coding, and AI’s Impact on Software | Security Boulevard Podcast Ep. 15
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 se...
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Offensive Security Strategies — Red Teaming, Readiness, and Adversarial Reality | Security Boulevard Podcast Ep. 14
In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Mitch Ashley explore how offensive security strategies help organizations prepare for real-world attacks. Rather than focusing solely on defensive controls, the discussion emphasizes the value of red te...
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AI, Business Integration, and the Future of Cybersecurity Teams | Security Boulevard Podcast Ep. 13
In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Alan Shimel discuss how cybersecurity professionals must evolve as AI becomes more deeply integrated into business operations. Security is no longer a siloed function, and teams are being asked to scale...
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Agentic AI and the New Cybersecurity Risk Model | Security Boulevard Ep. 12
In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Alan Shimel, and Mitch Ashley take a close look at how agentic AI is changing the cybersecurity threat landscape. As AI systems gain autonomy, traditional security models struggle to keep pace with how decisions are made, actio...
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Cloud Security Challenges & Strategies for Modern Teams | Security Boulevard Ep. 11
In Ep. 11 of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Mitch Ashley break down the evolving challenges organizations face as cloud environments grow more complex.
The conversation addresses the expanding attack surface, the interconnected nature of modern systems... -
Service Outages & Cybersecurity Failures — Lessons from Cloudflare | Security Boulevard Ep. 10
In Ep. 10 of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Mitch Ashley break down the real impact of major service outages — including recent failures at Cloudflare — and what they reveal about modern cybersecurity challenges.
The discussion covers why resilience ma... -
Trust, Risk, and the New Threat Landscape | Security Boulevard Ep. 9
AI is reshaping cybersecurity faster than most organizations can adapt. In Ep. 9 of the Security Boulevard Podcast, Emanuela Zaccone and Eric Carter of Sysdig join the panel to examine how AI is transforming cyber risk, decision-making, and business resilience.
They discuss the rapid evolution of... -
AI in Cybersecurity: When Defense Tools Become Threats | Security Boulevard Ep. 8
AI is reshaping cybersecurity on both sides of the fight. In Ep. 8 of the Security Boulevard Podcast, Tom Hollingsworth, Jack Poller, and Ed Weadon examine how AI strengthens defense while also creating new attack vectors.
They break down recent failures, long-term gaps in AI security, and the g...
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CISSP Challenges & Continuing Education in Cybersecurity | Security Boulevard Ep. 7
In Ep. 7 of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Ed Weadon break down what it really takes to advance a cybersecurity career today. They discuss the demands of CISSP certification, the frustration of tracking continuing-education credits, and why lifelong le...
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Evolving Ransomware Tactics and Cybersecurity Strategies | Security Boulevard Ep. 6
In Ep. 6 of the Security Boulevard Podcast, Tom Hollingsworth, Mitch Ashley, and Alan Shimel discuss how ransomware tactics are shifting. Attackers are using AI-driven phishing to breach organizations while ransom payments decline as defenses improve. Malicious packages continue to exploit softwa...
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AI's Transformative Role in Cybersecurity | Security Boulevard Podcast Ep. 5
The integration of AI in cybersecurity is reshaping the industry, especially during conference season. The panel discusses AI's evolution from LLMs to agentic AI, focusing on its application in security and the importance of securing AI initiatives. They highlight the cautious approach of securit...
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Understanding Cybersecurity: Nation States and Evolving Threats | Security Boulevard Ep. 4
Mitch Ashley , Tom Hollingsworth and Fernando Montenegro explore key cybersecurity issues, particularly focusing on nation state actors and significant breaches like F5. It highlights the shift in cyber threats from minor attacks to serious intelligence gathering and cyber warfare. The discussion...
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MCP and the Future of Cybersecurity | Security Boulevard Ep. 3
n Ep. 3 of the Security Boulevard Podcast, Alan Shimel, Tom Hollingsworth, and Scott Robohn discuss MCP and its growing influence in cybersecurity.
The panel unpacks:
How MCP redefines traditional security models
The importance of secure implementation and API security
The rise of autonomous s...