AI Advisory Briefs
What we're reading, from the AI liability desk.
Briefs authored on isinghlabs.com, plus the AI liability desk at AILG.
From the AI liability desk
AI Coverage Guide
The Questions Before the Policy, Part 1: Why Underwriters Price the Company
With almost no loss history to price against, AI underwriters price the company instead of the risk, and the renewal questionnaire is where that judgment is made.
AI Coverage Guide
The 21% Problem
One in five enterprises cannot stop a runaway AI agent in real time. Why that control gap decides whether your agents are insurable.
Read the briefAI Coverage Guide
The First Claims, Part 2: What the Machine Did
The first AI liability claims are also about what the machine did. Biased hiring algorithms and the fight over training data show where the biggest exposures are, and where the exclusions are moving fastest.
Read the briefAI Coverage Guide
The First Claims, Part 1: What the Machine Said
The first AI liability claims are about what the machine said. A chatbot's false promise and a fabricated accusation show insurers where an old exposure now speaks in a new voice.
Read the briefAI Coverage Guide
Who Insures the Machine
After the exclusions wrote AI out of ordinary policies, a real and fast-growing market formed to write it back in. Here is who now sells affirmative AI cover, and how that market is actually built.
Read the briefAI Coverage Guide
The Price of Not Knowing
Insurance runs on loss history and large numbers, and AI offers almost none of it, which is why coverage is scarce, costly, and gated by what you can prove.
Read the briefAI Coverage Guide
Coverage by Silence
For most of insurance history, silence in a policy tended to favor the policyholder. With AI, that silence is being written out of existence, and the burden of proof has shifted onto you.
Read the briefAI Coverage Guide
Insuring the Machine Age
How the machinery of insurance met software, and why AI is the hardest risk it has ever been asked to price.
AI Coverage Guide
The Exclusion Machine
The insurance industry has met every new systemic risk the same way for a century, and in 2026 it turned that machine on AI.
Read the briefAI Coverage Guide
Fire, Coffee, and Mathematics
How the Great Fire of London, a coffeehouse, and the first tables of the dead turned insurance from instinct into a discipline.
AI Coverage Guide
The Oldest Bargain
From a clause pressed into Babylonian clay to the arrival of AI coverage, how humans first learned to pool the risk no one can bear alone.
All briefs originate on the AI Liability Insurance Guide, iSinghLabs' independent AI-insurance publication.