Free · Teams of 2–5 · Run it with your own ChatGPT or Claude

AI Team Checkup for Managers

Give AI your team's work conversations with AI, and see how each person uses it in ten minutes

Download the Free Kit

Why look at AI conversations?

You see what your team delivers, but not how they used AI to get there. After a company buys AI tools, some people use them deeply while others send one prompt and accept the answer. The deliverable may look the same until something goes wrong

Four things to look for

Describe

Do they explain the task clearly?

Delegate

Do they hand off the right work and keep the decisions they should make themselves?

Discern

Do they check AI's output before using it?

Diligence

Do they avoid pasting client data, passwords, or personal information?

These four dimensions come from Anthropic's public AI Fluency 4D framework

See where to improve

Example radar chart: Describe 3, Delegate 2, Discern 1, Diligence 3Describe 3Delegate 2Discern 1Diligence 3
Example

One chart per team member, with three practical changes they can make tomorrow

Get started in three steps

  1. 1

    Get each person's consent first. Explain that this is to help them use AI better, not to evaluate their performance

  2. 2

    Gather 3–5 work related AI conversations from each person. Replace client names, passwords, and personal details with XXX first

  3. 3

    Start a new chat, upload the conversations, and paste the checkup instructions. Wait for the summary table and radar charts

Make better AI habits stick

This checkup shows where your team is today. To make good AI habits stick, managers need to set clear rules for how the team uses AI

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AI Team Checkup for Managers | See How Your Team Uses AI