The Ever Expanding Cyber Insurance Ecosystem

Season 2 /
/ Episode 16

The Ever Expanding Cyber Insurance Ecosystem

Welcome to this episode of The Safe House, hosted by Jeff Edwards, co-chair of the Safe House Initiative.

Join us as we dive into the evolving world of cyber insurance with Mark Greisiger, CEO of NetDiligence. Discover Mark’s journey from the early days of cyber risk to today’s sophisticated landscape, exploring the critical balance between insurance and cybersecurity.

Learn about the growing emphasis on resiliency, the impact of ransomware, and the importance of understanding vendor relationships. This episode is packed with insights for business owners, cybersecurity professionals, and anyone interested in navigating the complexities of cyber risk management.

Tune in and empower your organization to be safer and more resilient in the face of cyber threats! Don’t miss this opportunity to learn from industry experts and enhance your understanding of how to protect your business in today’s digital age!

Edited and Produced by Trustbridge Communications.

Cybersecurity Frameworks Made Practical: From Confusion to Clarity

Ryan Ettridge, CEO of CyberCert, tackles a problem many organizations struggle with – cybersecurity frameworks that look good on paper but feel overwhelming or unusable in practice.
Ryan explains how AI-driven cyber certification can help organizations predict where risk is most likely to surface, prevent disruption before it becomes a claim, and protect both insureds and carriers by creating clear, defensible signals of cyber maturity.
Chart a clear path from path from compliance to real-world readiness with fundamentals covered in this episode.

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From Bootcamps to Battlefields: Keith Gologorsky on Modern Cyber Training

Keith Gologorsky, Head of Public Sector at Hack the Box, shares his personal journey from computer science graduate to government analyst, recounting pivotal moments in military operations, threat analysis, and international collaboration. The discussion explores the limitations of traditional certifications, the importance of hands-on training, and the need for regularly updated, gamified learning experiences. Keith also addresses the cybersecurity skills gap, the evolving role of AI, and offers actionable advice for organizations of all sizes: prioritize cross-training and real-world practice to build resilient teams.

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Cybersecurity and AI for Small Businesses: Expert Insights with Chuck Brooks

Cyber & AI authority Chuck Brooks joins Jeff Edwards to give SMBs a no-nonsense playbook. Learn how agentic AI turbocharges phishing, why unmanaged IoT/OT opens doors, and the exact first steps—MFA, segmentation, backups, IR plan—that raise your resilience fast. We also cover using NIST and CMMC as practical roadmaps and when to rely on an MSP.

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