Cyber Maturity: AI & Cybersecurity
In this episode of Data Security over Coffee, Reclamere Founder Joseph Harford welcomes Brian Mahon, Founder of Igloo Insurance, for a candid discussion on Cyber Maturity in the age of Artificial Intelligence.
From small business cybersecurity gaps to social engineering attacks and AI-driven insurance risk, this episode unpacks:
✅ Why cyber maturity is a leadership discipline, not a tech checklist
✅ How SMBs can assess, prioritize, and finance cyber risk
✅ What business owners need to know about shadow AI and vendor threats
✅ Insurance gaps and AI exclusions emerging in today’s policies
✅ Real-life impact of supply chain breaches (including the Erie Insurance outage)
Whether you’re a CEO, IT Director, or Risk Manager, this episode is your playbook for building resilient cyber programs in an AI-powered world.
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Timestamps
00:00 – Welcome & Entrepreneur Insights
10:34 – Defining Cyber Maturity for SMBs
22:01 – AI Tools, Shadow AI & Risk Governance
31:12 – Supply Chain Cyber Events & Insurance Fallout
40:45 – AI Insurance, Risk Balance & Leadership Strategy
52:00 – Final Thoughts & How to Take Action
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