Cybersecurity

How Is Cowbell Boosting SME Cyber Resilience with Self-Service?
Regulatory & Compliance How Is Cowbell Boosting SME Cyber Resilience with Self-Service?

I’m thrilled to sit down with Simon Glairy, a renowned expert in insurance and Insurtech, whose deep expertise in risk management and AI-driven risk assessment has made him a leading voice in the cyber insurance space. With a career dedicated to helping businesses navigate the ever-changing

Baldwin and CAC Group Merge in $1 Billion Insurance Deal
Regulatory & Compliance Baldwin and CAC Group Merge in $1 Billion Insurance Deal

In a move that’s sending ripples through the American insurance brokerage industry, The Baldwin Group and CAC Group have unveiled a merger valued at over $1 billion, positioning themselves to become the largest majority colleague-owned, publicly traded insurance broker in the United States. This

Insurance Sector Grapples with AI-Driven Cyber Threats
Regulatory & Compliance Insurance Sector Grapples with AI-Driven Cyber Threats

I'm thrilled to sit down with Simon Glairy, a trailblazer in insurance and Insurtech, whose expertise in risk management and AI-driven risk assessment has guided countless organizations through the evolving landscape of cyber threats. With a sharp eye on emerging technologies, Simon has been at the

Steadfast Faces Governance Uproar After CEO Probe, COO Cut
Regulatory & Compliance Steadfast Faces Governance Uproar After CEO Probe, COO Cut

Simon Glairy has spent years in the engine room of insurance operations and Insurtech, shaping risk programs and advising boards through sensitive leadership transitions. In this conversation, he unpacks how a confidential investigation, a rapid reinstatement, and the redundancy of a newly

Should New Jersey Mandate Appraisal Rights in Auto Policies?
Regulatory & Compliance Should New Jersey Mandate Appraisal Rights in Auto Policies?

Setting the Stage for a Market Shift in Auto Insurance Imagine a scenario where a car accident leaves a New Jersey driver with a totaled vehicle, only to face a settlement offer from their insurer that barely covers half the car’s worth. This kind of dispute over valuation is far from rare, and it

Is AI Redefining UK Cyber Risk, Regulation, and Insurance?
Data Analytics Is AI Redefining UK Cyber Risk, Regulation, and Insurance?

Simon Glairy has spent his career at the intersection of insurance, risk management, and Insurtech. He helps boards and security leaders translate technical threats into business decisions, and his work on AI-driven risk assessment has shaped how companies evaluate and transfer cyber risk. In this

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