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

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 growing responsibility on AI developers to build safer systems. As attackers weaponize AI, defenders must adopt stronger controls, better context awareness, and more rigorous security practices.

#AI #cybersecurity #securitychallenges #attackvector #responsibility #infosec #SecurityBoulevard

In Episode 7 of the Security Boulevard Podcast, Tom Hollingsworth of Tech Field Day, Fernando Montenegro of The Futurum Group, and networking and security expert 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 learning is now essential for security pros, including the skills and standards shaping the next generation of cybersecurity leaders.

The conversation highlights how motivation, mentorship, and professional development keep defenders sharp as threats evolve.

#Cybersecurity #CISSP #InfoSec #ProfessionalDevelopment #SecurityBoulevard #Podcast

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 software vulnerabilities, and government hacking tools add new layers of risk. The panel highlights why cybersecurity strategies must keep evolving to stay ahead of emerging threats.

Will Agentic AI replace security teams? In this episode of the Security Boulevard Podcast, hosts Mitch Ashley, Tom Hollingsworth, and Fernando Montenegro explore how AI is reshaping cybersecurity — from large language models (LLMs) to autonomous agentic AI systems. Discover how professionals are integrating AI into modern security operations, why caution still dominates the industry, and what’s next for securing AI itself. Featuring insights from AI Field Day and the companies pioneering this technological shift, this discussion offers a realistic, inside-industry look at the future of AI in cybersecurity.

📌 Topics covered:

#Cybersecurity #AI #AgenticAI #AIFuture #SecurityBoulevard #Podcast

In Episode. 4 of the Security Boulevard Podcast, Mitch Ashley, Tom Hollingsworth, and Fernando Montenegro dig into the rising threat of nation state cyber attacks and the growing sophistication of global cyber warfare.

They discuss:

This episode delivers real-world insight into the high-stakes battlefield of modern cybersecurity.

#Cybersecurity #NationState #CyberWarfare #Infosec #SecurityBoulevard

In 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:

This episode explores how a holistic AI security architecture can prepare organizations for what’s next in cybersecurity.

#Cybersecurity #AI #MCP #AgenticAI #APISecurity #SecurityBoulevard

In Ep. 2 of the Security Boulevard Podcast, Tom Hollingsworth, Fernando Montenegro, and Kate Scarcella discuss how the rise of IoT devices is changing cybersecurity across both consumer and enterprise environments. They cover:

Real insights from experts tackling today’s connected-world security challenges.

The Security Boulevard Podcast is back! 🎙️ In Ep. 1, hosts Tom Hollingsworth, Fernando Montenegro, and Mitch Ashley explore today’s most urgent cybersecurity challenges.

They discuss:

This relaunch sets the stage for deep, practical conversations on the future of cybersecurity. Subscribe now to stay informed with expert insights and industry perspectives.

#Cybersecurity #AI #Ransomware #DevSecOps #SupplyChainSecurity