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.
What Makes This AI-Powered EV Marketplace Worth $31M?
Startups & Investments What Makes This AI-Powered EV Marketplace Worth $31M?

The process of buying or selling a vehicle remains notoriously complex, often involving a fragmented and frustrating series of steps that leave both consumers and retailers drained. A new startup, Ever, is confronting this long-standing challenge by building an all-electric vehicle marketplace

How Did Due Diligence Fail in a $4M Wire Fraud?
Regulatory & Compliance How Did Due Diligence Fail in a $4M Wire Fraud?

A single security verification phone call, a standard procedure designed to protect millions of dollars, instead became the final, authorizing step in a meticulously planned $4.1 million heist this January. This event serves as a stark reminder that even well-established safety protocols can be

Equal Parts Raises $23M to Reshape Insurance Agencies
Digital Insurance Equal Parts Raises $23M to Reshape Insurance Agencies

With a seismic shift underway in the independent insurance sector, where half of all agency owners are expected to retire within the next decade, a new model is emerging that blends traditional relationship-based service with cutting-edge technology. Simon Glairy, a leading voice in InsurTech and

What Is CFC's Blueprint for Transformation?
Regulatory & Compliance What Is CFC's Blueprint for Transformation?

Attempting a fundamental overhaul of a complex organization without interrupting the daily operations that sustain its very existence is one of the most demanding challenges in modern business. This monumental task mirrors an architect's dilemmhow to construct a new, state-of-the-art skyscraper on

Will AI Redefine Corporate Risk and Compliance?
Startups & Investments Will AI Redefine Corporate Risk and Compliance?

I'm joined today by Simon Glairy, a distinguished expert in risk management and AI-driven assessment, to discuss the seismic shifts happening in the governance, risk, and compliance (GRC) landscape. We'll explore how AI-native platforms are moving beyond legacy systems to redefine enterprise

Is Your Fitbit Now a Personal AI Trainer?
Telematics & IoT Is Your Fitbit Now a Personal AI Trainer?

As a leading voice in Insurtech and AI-driven risk assessment, Simon Glairy has spent his career analyzing how data can transform complex industries. Now, he turns his expert eye to the burgeoning world of wearable technology, where a new wave of AI assistants is poised to redefine personal health

Can You Lock In a Younger Life Insurance Rate?
Digital Insurance Can You Lock In a Younger Life Insurance Rate?

The concept of turning back the clock is usually the stuff of science fiction, but in the world of finance, a similar strategy exists that can have a tangible impact on your long-term expenses. When it comes to life insurance, timing is everything, and a difference of a few months can translate

Why Did Corebridge Reward Investors After a Net Loss?
Regulatory & Compliance Why Did Corebridge Reward Investors After a Net Loss?

In a financial world where bottom-line losses typically send investors running for the exits, Corebridge Financial chose a dramatically different path at the start of 2026, rewarding its shareholders with billions of dollars despite reporting a full-year net loss. The decision initially appears to

Washington Bill Aims to Ban Insurance Claim Assignments
Regulatory & Compliance Washington Bill Aims to Ban Insurance Claim Assignments

In the aftermath of property damage, homeowners often face a stressful and confusing path to recovery, navigating complex insurance claims while arranging for urgent repairs. A legislative proposal currently under consideration in the Washington State Legislature, known as Senate Bill 6178, seeks

TechCrunch Opens Its $100K Startup Battlefield Competition
Startups & Investments TechCrunch Opens Its $100K Startup Battlefield Competition

For countless early-stage founders navigating the fiercely competitive landscape of technological innovation, securing both capital and visibility often feels like an insurmountable challenge, yet a prestigious global pitch competition has just opened its doors, offering a transformative platform.

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