Jesse Diehl

Onboarding a creative team onto Claude, with a field guide written for designers

In October 2026 Claude became part of how INDOCHINO's in-house brand team works, and I ran the onboarding. The team is senior designers who care about their craft, so everything was built around that: they direct, Claude does the legwork, and their taste decides what ships.

I wrote a field guide for them, ran the first workshop, set up each person's machine, and turned the first half hour of the weekly brand meeting into a working session on real tasks.

Read the Claude field guide

Client
Indochino
Year
2026
Role
Senior Art Director
Work
AI adoption, training, documentation, Claude

The guide

One long page in plain words, written for designers, not engineers. It opens with the role: you direct, Claude does the legwork, and your judgment decides what ships. Then it gives a three-minute first task with nothing to install and nothing at risk, and lets each reader pick their own job from there.

Start here: three first tasks, each one a message to paste, with what you will see and what to do if it goes wrong
Start here: three first tasks, each one a message to paste, with what you will see and what to do if it goes wrong

Real jobs, not demos

Every kind of work the team does has its own card: email flows, paid social, print, product image resizing, a store window, showroom research and video. Each card opens a real job step by step, with the actual files from the start of the job to the finished piece.

Everything Claude can do, sorted by the job a designer already has
Everything Claude can do, sorted by the job a designer already has
One real job, the wedding brochure, opened step by step
One real job, the wedding brochure, opened step by step

Rules the guide keeps

Any menu or button it mentions is shown as a real screenshot from the app. The Asana task is the brief, so nobody has to write one. Every mode and command uses its real name, and every command has a card that says what it does and when to use it.

Shoot references: how an AI image is assembled from separate parts, so one part can change without the others
Shoot references: how an AI image is assembled from separate parts, so one part can change without the others

How it was taught

The first session started from a task already in the queue. After that, the first 30 minutes of each weekly brand meeting became a working session on a live task, with the designer's own hands on the keyboard. Each person's machine was set up with them, one at a time.

How the parts connect: the person, Claude, its memory, its skills, the apps it works in and the checks before anything ships
How the parts connect: the person, Claude, its memory, its skills, the apps it works in and the checks before anything ships

Read it

The full field guide is at jessediehl.com/guides/claude-field-guide. Setup steps, internal file locations and unreleased work are taken out of the public copy.