Benjamin Tailor

Benjamin Tailor

Digital Insurance Consultant
Benjamin Tailor has extensive experience in the Financial Services industry and is considered authority in Insurtech. He is particularly interested in the potential of AI to enhance claims processing and offers an overview of insurance innovation. His content is packed with insights and tips that provide his audience with key perspectives needed to stay ahead of market trends.
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

How Is Pen Underwriting Transforming Ireland's Insurance Market?
Data Analytics How Is Pen Underwriting Transforming Ireland's Insurance Market?

Imagine a landscape where insurance solutions for complex, high-risk scenarios are hard to come by, leaving businesses and individuals scrambling for coverage. In Ireland, this has long been a challenge, especially in niche sectors like transport and non-standard household risks. However, a

Are UK SMEs Underinsured Against Escalating Cyber Threats?
Data Analytics Are UK SMEs Underinsured Against Escalating Cyber Threats?

From rising attack frequency to shifting insurance habits: why the UK’s SME cyber gap matters now Across the UK’s small and midsize business landscape, cyber incidents pile up faster than many owners expect, yet coverage has not kept pace and confidence often outstrips actual readiness in a way

AI in Cyber Insurance – Review
Regulatory & Compliance AI in Cyber Insurance – Review

Boardrooms are betting on algorithms that learn faster than policies can adapt, and cyber insurance is where that wager is already being called in real time. The promise is unmistakable: cleaner underwriting signals, faster claims, smarter pricing, and less friction across customer journeys. Yet

Review of Tide Embedded SMB Insurance
Digital Insurance Review of Tide Embedded SMB Insurance

When insurance hides inside the same app that runs payroll, invoicing, and cash flow, the usual slog of forms and phone calls can finally give way to a few decisive taps, collapsing risk management into the daily rhythm of running a business and challenging the old split between finance and

Why Won't Cyber Insurance Save You from Poor Security?
Regulatory & Compliance Why Won't Cyber Insurance Save You from Poor Security?

Imagine a business pouring significant resources into a robust cyber insurance policy, believing it to be a foolproof shield against the financial devastation of a data breach, only to discover after an attack that the claim is denied due to overlooked security basics. This scenario is far from

NAICOM Mandates NIN and CAC Documents for Insurance by 2026
Regulatory & Compliance NAICOM Mandates NIN and CAC Documents for Insurance by 2026

In a groundbreaking move to revolutionize transparency and accountability within Nigeria's insurance sector, the National Insurance Commission (NAICOM) has introduced a transformative policy that mandates the linkage of critical identification documents for all insurance customers. This directive,

Insurance That Thinks Twice
Editorial Insurance That Thinks Twice

The insurance industry's AI experiments are hitting a wall . After years of successful pilots in claims processing and underwriting, many carriers are struggling to move these initiatives into core operations. The issue lies not in the technology itself, but rather in the organization's design.

Why Is Tailored Insurance Vital for Greenhouse Businesses?
Digital Insurance Why Is Tailored Insurance Vital for Greenhouse Businesses?

The commercial greenhouse sector in North America is experiencing remarkable growth, with a market value pegged at $5.9 billion in 2024 and an expected surge to $11.4 billion by 2031, driven by an insatiable demand for year-round fresh produce and locally sourced plants. This rapid expansion

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