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

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.