Security Boulevard Podcast

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 regulatory gaps mean for organizations responsible for handling sensitive data. The panel also explores challenges around encryption, government access to data, and why transparency in privacy policies is critical to maintaining trust.
 
The conversation closes with a look at how AI is reshaping security and privacy practices, and why trust remains the foundation of any technology strategy in an increasingly regulated and data-driven world.
 
#Cybersecurity #DataPrivacy #DataOwnership #DigitalSovereignty #AISecurity #Trust #SecurityBoulevard #Podcast

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, showing how organizations can learn from incidents that almost went wrong.
The panel also explores how security practices must evolve to match modern environments, including the growing role of AI agents in security operations.
The episode closes with a reminder of the value of learning from history and staying engaged with the cybersecurity community through ongoing discussion, feedback, and shared experience.
#Cybersecurity #DisasterRecovery #ThreatModeling #IncidentResponse #BusinessResilience #AISecurity #SecurityTesting #SecurityBoulevard #Podcast

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 public-private partnerships remain essential as threats grow more complex.
The panel also explores how AI is reshaping cybersecurity, what upcoming industry events reveal about market direction, and why practitioners must stay informed about funding, policy, and technology trends to remain effective.
#Cybersecurity #RSAC #JenEasterly #CISA #AISecurity #SecurityLeadership #SecurityBoulevard #Podcast

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 how security is shifting earlier into development workflows, the evolution of data security platforms, and how AI is reshaping software development across the industry.
#Cybersecurity #DevSecOps #SecureDevelopment #AI #DataSecurity #SecurityBoulevard #Podcast

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In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Mitch Ashley break down modern offensive security strategies and why organizations must prepare for real adversaries, not theoretical ones.
 
The discussion focuses on red teaming, rules of engagement, and how understanding adversarial intent changes defensive posture. The panel examines the balance between proactive and reactive security measures, ethical considerations in offensive testing, and how the evolving threat landscape is reshaping how teams plan, respond, and recover.
 
The episode also looks ahead to upcoming industry events and highlights why collaboration across teams and communities is essential to keeping pace with attackers.
 
Visit our website: https://securityboulevard.com/ 
 
#Cybersecurity #OffensiveSecurity #RedTeaming #AdversarialThreats #SecurityStrategy #SecurityBoulevard #Podcast

Cybersecurity roles are changing as AI becomes part of everyday business operations. In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Alan Shimel discuss how security teams must adapt to new technologies while staying aligned with business priorities.
The conversation covers the challenges of scaling security alongside AI agents, the growing need to train and mentor junior professionals, and why community engagement remains critical as the industry evolves.
The panel also highlights upcoming cybersecurity events and emphasizes continuous learning as a core requirement for long-term success in security.
#Cybersecurity #AI #BusinessIntegration #SecurityTeams #AISecurity #Community #SecurityBoulevard #Podcast

In this episode of the Security Boulevard Podcast, Tom Hollingsworth, Alan Shimel, and Mitch Ashley examine how agentic AI is changing the cybersecurity landscape.
The discussion focuses on the growing security risks introduced by autonomous AI agents, why stronger protections are required, and how observability is becoming critical for managing AI workloads at scale. The panel also looks at the responsibility shared by vendors, developers, and security teams to deliver safer AI systems, while reflecting on past security gaps and the industry’s path forward.
The episode closes with a look at upcoming events and an invitation for the community to stay engaged as AI security continues to evolve.
#Cybersecurity #AI #AgenticAI #AISecurity #Observability #SecurityBoulevard #Podcast

Cloud security keeps shifting under everyone’s feet, and organizations are scrambling to keep up. In Ep. 11 of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Mitch Ashley dig into what modern teams actually face: expanding attack surfaces, tangled interdependencies, regulatory pressure, and the constant need for better collaboration.
The discussion highlights why vendors must do more to educate customers, why system understanding matters as much as tooling, and how a holistic approach to cloud security keeps organizations ahead of emerging threats.
A straight, practical look at staying secure in a cloud landscape that refuses to stop changing. #
CloudSecurity #Cybersecurity #AttackSurface #CloudStrategy #SecurityBoulevard #Podcast

In Episode 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 matters, how economic pressures shape security decisions, and the growing complexity of today’s interconnected infrastructure. The panel also digs into the value of strong threat modeling, preparation for unexpected failures, and lessons learned from past outages that disrupted operations across industries.
A grounded look at keeping systems functional when everything feels like it’s built on hopes, dreams, and duct tape.
#Cybersecurity #Cloudflare #ServiceOutage #Infrastructure #Resilience #ThreatModeling #SecurityBoulevard #Podcast

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 Tech Field Day's Tom Hollingsworth and The Futurum Group's Fernando Montenegro to examine how AI is transforming cyber risk, decision-making, and business resilience.
They discuss the rapid evolution of attackers, the need to secure AI-driven processes, and why trust is now a critical requirement for AI-powered systems. The conversation also looks ahead at how AI will influence future security models and how organizations can integrate AI responsibly into business workflows.
#AI #Cybersecurity #AIGovernance #CyberRisk #Sysdig #SecurityBoulevard #Podcast