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.
Could Illinois Automatically Suspend Your License Plates?
Regulatory & Compliance Could Illinois Automatically Suspend Your License Plates?

Driving down a quiet Chicago street, one might assume their vehicle registration is in perfect order as long as the sticker on the plate is current and the insurance premiums have been paid on schedule. However, the state of Illinois has transitioned to a highly sophisticated, fully automated

Can Misunderstood Risks Fuel Growth for Specialist Brokers?
Data Analytics Can Misunderstood Risks Fuel Growth for Specialist Brokers?

High-visibility losses often command headlines while quiet, well-managed risks rarely do, and that imbalance creates pockets of avoidance where specialists can build enduring franchises by mastering the details that generalists overlook and by pairing consistent submissions with capacity that

Does Caused in Part Make Peerless Primary on Defense?
Digital Insurance Does Caused in Part Make Peerless Primary on Defense?

New York’s high-rise build cycle has been propelled by dense urban demand, but the insurance engine that keeps jobs moving has been running hotter, costlier, and more contentious as contractors, owners, and carriers jockey over who funds defense when multi-trade incidents land in court and coverage

Uber CTO Joins StrictlyVC SF to Talk AI Systems at Scale
Data Analytics Uber CTO Joins StrictlyVC SF to Talk AI Systems at Scale

Hundreds of micro-decisions fire each second when a rider taps a button, and behind that simple flicker sits a nervous system of payouts, surge calculations, fraud screens, and safety checks that must stay inside harsh latency budgets even as machine learning models evolve week by week, which is

DC Modernizes Insurance Group Oversight With Capital, LST
Data Analytics DC Modernizes Insurance Group Oversight With Capital, LST

Capital can vanish faster than confidence when liquidity strains cascade across affiliates and service hubs, so DC’s overhaul trains supervision on the enterprise where risks actually travel. The District’s Holding Company System Amendment Act reshaped insurance group oversight by fusing capital

Liberty Mutual, Ethos Launch Instant Digital Life Insurance
Data Analytics Liberty Mutual, Ethos Launch Instant Digital Life Insurance

Life insurance long meant paper forms, phone calls, and weeks of limbo. Now Liberty Mutual and Ethos offer an end-to-end online path that approves many applicants in minutes through a short health questionnaire, typically without a medical exam. The shift reframes coverage from a drawn-out chore to

Will Liberty Mutual Pay the Bond Amid Detroit Dispute?
AI & Automation Will Liberty Mutual Pay the Bond Amid Detroit Dispute?

Concrete dust still hung above Grove Street as crews packed up, but the paycheck never arrived, leaving a $449,318.62 question louder than jackhammers and heavier than the brick they hauled. That number sits at the center of a fresh federal lawsuit in Detroit, where Dore & Associates says it

SusHi Tech Tokyo 2026 Puts AI and Robots to Work, Not Hype
Regulatory & Compliance SusHi Tech Tokyo 2026 Puts AI and Robots to Work, Not Hype

Simon Glairy has spent years at the intersection of insurance, AI, and risk, advising on how to turn frontier tech into dependable systems. For SusHi Tech Tokyo 2026, he’s channeling that lens into four defined domains—AI, robotics, resilience, and entertainment—each with live demos and leaders who

INSTANDA and DataCrest Unite to Turbocharge Insurance Quotes
Data Analytics INSTANDA and DataCrest Unite to Turbocharge Insurance Quotes

Speed now decides winners in commercial insurance as brokers expect quotes in minutes while carriers confront tight margins, volatile capacity, and mounting demands for data transparency across product lines. This shift has elevated submission intake from back-office chore to front-line

Which At-Home Red Light Therapy Device Is Worth It?
Telematics & IoT Which At-Home Red Light Therapy Device Is Worth It?

Benjamin Tailor sat down with Simon Glairy to unpack the reality of at‑home red light therapy—where it shines, where it stumbles, and how everyday users can translate specs into results. Though Simon’s roots are in risk management and AI‑driven assessment, he’s spent years cross‑walking those

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