AI Underwritten is an AI briefing for executives, through an insurance lens. Every morning: the news that matters and what it means for the business of insurance. Wednesdays and Fridays: a deeper dive on one topic. And when big news drops, a bonus episode. Every claim is sourced and fact-checked. Produced with AI.
AI Underwritten Deep Dive: AI Assistants and Agents, Part 2 — October 14, 2026
Part 2 follows the money on agents — Salesforce's Agentforce and AIforce pricing shapes, how subscription, per-seat, per-conversation, and per-action models compare, and a buy-or-build framework ending in one time-boxed, measurable pilot.
14 Oct 2026
AI Underwritten Deep Dive: AI Assistants and Agents, Part 1 — October 14, 2026
Part 1 maps the shift from assistants that answer to agents that act — OpenAI Dots, Meta Muse Wonder, Microsoft and Anthropic's two Coworks, and Jev's decision layer — and what control means when agents work in regulated insurance systems.
14 Oct 2026
AI Underwritten — Oct 14, 2026
You can't govern what you can't count: firms can't say how many AI agents they're already running, SailPoint's numbers show the identity gap behind it, Workday and Anthropic show what governed agents look like, and the IMF prices the downside if the AI trade reprices.
13 Oct 2026
AI Underwritten — Oct 13, 2026
Control is becoming the product: banking regulators quiz banks on agent limits, audit trails, and off switches, Anthropic warns small models may soon copy themselves, and Applied's Cytora rails reshape how commercial risk reaches underwriters.
12 Oct 2026
AI Underwritten Bonus: The Skills That Survive AI — Oct 12, 2026
AI isn't replacing workers — it's rewriting jobs. What the shift from output to judgment means for individual contributors, managers leading hybrid human-AI teams, and leaders setting AI strategy and governance.
12 Oct 2026
AI Underwritten — Oct 12, 2026
Satya Nadella's insider-risk essay and Anthropic's reward-hacking incidents point the same way: AI trust is built in the harness, not the model — plus the verification tax on automation, carriers drawing AI coverage lines, and the industry's shifting AI benefit map.
10 Oct 2026
AI Underwritten — Oct 10, 2026
The insurance AI story flipped from disruption to convergence: Allianz is investing in and reinsuring AI-native E&S underwriter Ledgebrook after its $200M raise, Anthropic rewrote the usage rules every enterprise AI framework sits downstream of, and the White House locked up $2.4B in compute commitments for federal AI science.
9 Oct 2026
AI Underwritten Deep Dive: AI Liability Insurance — October 9, 2026
The AI liability insurance market has quietly split in two: real standalone coverage now exists for companies that can prove their AI governance, while traditional policies add AI exclusions behind them — so the buying decision is really a governance decision.
9 Oct 2026
AI Underwritten Bonus: Open Weights, Open Questions — Oct 9, 2026
A bonus deep dive on open-weight AI models: what Anthropic and NIST found when they tested Z.ai's GLM-5.3, who's winning the open-weights race, why the biggest labs are sounding the alarm — and what it means for insurers who underwrite cyber risk and run AI themselves.
9 Oct 2026
AI Underwritten — Oct 9, 2026
The AI labs stopped competing on model smarts and started competing on deploy-at-scale economics — and what that means for insurance leaders.
8 Oct 2026
AI Underwritten — Oct 8, 2026
AI agents are going rogue and the insurance industry is writing the liability rulebook in real time.
7 Oct 2026
AI Underwritten Deep Dive: GenAI Capability Governance in Enterprises — Oct 7, 2026
Governance isn't the tax on AI speed — it's what lets you scale. What capability governance is, why the agentic era demands it, and the six controls that make AI teammates safe to deploy.
7 Oct 2026
AI Underwritten — Oct 7, 2026
NYC puts AI agents on the witness stand, KPMG's industry report card, governed agents from Atlassian and Dell, and parametric cargo insurance that pays on sensor data. Feedback: sethdbuild@gmail.com
6 Oct 2026
AI Underwritten Deep Dive: Agentic Harnesses — Oct 6, 2026
Agent = model + harness. What agentic harnesses are, why they’re the real control plane for enterprise AI, and the decision checklist.
6 Oct 2026
AI Underwritten — Oct 6, 2026
Marsh vs. the carriers over AI exclusions, brokers outpacing carriers on AI, and thinker takes from Benedict Evans and Ethan Mollick.
6 Oct 2026
Welcome to AI Underwritten — Trailer
Meet AI Underwritten: a no-hype GenAI briefing for business leaders, through an insurance lens.
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