A Follow-up · June 2026

Building Is Believing

Notes after coffee, for Claire, Amy & T.

Claire, Amy — thank you for the coffee and the conversation. We circled one question for an hour: what is the job of a risk manager in the era of AI? And how can we bring more out of the good? I hope the follow-up is helpful. — T

01 — Inside the Box

What is inside an agent?

The word is everywhere. So let's open it up.

YouTube | OpenAI
A two-minute look at one in motion — a third-party risk management agent: Workspace agents in ChatGPT.

An agent is mostly a specification — written in plain English. You describe the parts, and the system assembles the behavior. Here is the anatomy. Seven parts.

Role
Who it is, and the judgment it stands in for.
Tools
The actions it can take — search, calculate, draft, send.
Skills
The know-how it brings to a task, packaged and reusable.
Files
The context it reads — your documents, your numbers, your notes.
Sources & Tools
Where it is allowed to look, and where it is allowed to act.
Operating rules
The guardrails, stated plainly — what to do, what to leave alone.
Output
The shape of what comes back — a memo, a table, a decision.

A policy-comparison agent

Role
A careful analyst who compares an expiring policy against a renewal quote.
Tools
Read both PDFs, extract clauses, build a side-by-side table.
Skills
A written, reusable method — packaged as the SKILL.md below.
Files
The two policy forms you upload.
Sources & Tools
Only the documents given. No outside data, no assumptions.
Operating rules
Flag every material difference. Never invent coverage. Cite the clause and page.
Output
A one-page table of what changed, ranked by what could be most material.
policy-comparison/SKILL.md
---
name: policy-comparison
description: Compare two insurance policy forms (expiring vs.
  proposed) and return a ranked, cited list of material
  coverage differences. Use when two policies or quotes are
  supplied for comparison.
---

## Method
1. Normalize — parse each form into one skeleton: declarations,
   definitions, insuring agreements, conditions, exclusions,
   endorsements, limits / sublimits, retentions.
2. Align — match section to section across both forms; resolve
   cross-references (an endorsement that amends a definition).
3. Score materiality — reduced limit, new or broadened exclusion,
   narrowed definition, added condition or warranty, changed
   retention → rank High / Medium / Low.
4. Cite — clause + page for every difference; quote the operative
   words; never infer coverage; flag ambiguity to verify.

## Output
A side-by-side table by section, a ranked list of material
changes, and a short "what to ask the carrier" list.

## Files (bundled, read as needed)
exclusion-taxonomy.md · defined-terms-glossary.md ·
materiality-checklist.md · output-template.md

02 — Inside the Conviction

Conviction is a self-belief

Curiosity asks the question, and is willing to go down the rabbit hole. Persuasion allows another voice to move your position. Conviction is the slow, firm certainty you build for yourself. Which is why conviction grows from the inside.

So how does anyone arrive at conviction with AI? Two paths worked for me.

Building is believing

Thoughts to prototype is a matter of hours and days, not months and years. When an idea becomes a thing I can touch, I stop debating whether it is possible and start leaning into what it is. So build something useful. The making is the believing.

Comprehension feeds conviction

To trust a tool, I want to see how it is built. In the simplest form, the building blocks of AI are skill and constitution. Skill is talent — what the system can do. Constitution is personality — how it chooses to behave. To understand them, I used AI to draw the maps myself.

Hope this helps you too.

Maps I built to understand AI skill & principle

cartu.app

Structural readings of Anthropic's Constitution, and of the Skills inside Claude for Finance and Claude for Lawyers. The work of understanding, made visible.

Open the collection →

03 — The Uncomfortable Half

The job is uncomfortable

It is comfortable to dwell on the upside. It is uncomfortable to sit with the downside. And sitting with the downside is the job description of a risk manager — isn't it?

There are many forces leaning into what AI can do. Fewer people, mostly researchers, are doing the patient work of asking how it fails. That work can also be shared with risk managers. The risk managers of the AI era want to understand the risks of AI, and the good material is available:

04 — The Honest Answer

"What can AI do for me?"

Everyone is asking it. The honest answer is "it depends" — on who is doing the asking. A claims lead, an underwriter, a risk advisor, a placement broker, and a CFO each need a different answer.

So here is a possible next move: build the agent that helps deliver the suitable answer for each person on the team. Hand it four things:

"Here is my role.
Here is what I do.
Here is what filled my last 90 days.
Where can AI help?"

The last 90 days matter most. Your calendar is an honest record of where your hours actually go. Feed that in, and the question stops being abstract. It becomes your question.

05 — Try It Now

Build a prompt that works

"I want to build, but I don't know how to prompt." Fair. So let this do it with you.

An effective prompt has its own anatomy — the same idea as the agent, scaled to a single ask. Name these six parts and most of the work is done:

  • Role — who it should be
  • Context — what it's working with
  • Goal — what you want
  • Task — what to do
  • Rules — what to honor
  • Output — the shape of the answer

AI does two jobs especially well: it compresses the research, and it surfaces hidden information. Answer a few questions below, and it assembles a prompt you can paste into your capable AI.

Runs entirely in your browser. Nothing you type is sent, stored, or seen.

Your prompt

      

Your move

Start with an experiment

It is natural to ask for the ROI, the roadmap, the plan. Yet the ROI can be overtaken by the next model release, the roadmap redrawn by the next step-change, the plan aged out the moment the ground shifts. Those may not be the first questions for this moment.

The first move might be smaller: experiment. A tool your own people build from the inside tends to fit better than one handed to them from outside — because they understand the work it has to serve. If an experiment goes well, it goes well because they tried. If it doesn't, you've learned and experiment again (just like companies and other professionals are learning through experimentation). Either way, the path runs through experimentation.

So pick one task from your last 90 days. Hand it the six parts above. See what comes back. The making is the believing — and the surest path to your own conviction is the thing you build yourself.

When you do, I'd love to hear what you learned.

Thanks,
— T

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