How do I run an AI roleplay in Skills?

Last updated: May 25, 2026

Practise real-life scenarios with the AI Skills Agent. Choose a scenario, pick a persona, run the conversation, and get feedback when you're done.

ℹ Roleplay is only available to users with access to the Skills feature.

Mastering communication skills often means unlearning old patterns and building new ones. That's hard to do in real, live conversations. Roleplay gives you a low-pressure space to try new approaches, experiment, and make mistakes without consequence. The more you practise, the more natural your responses become.

Starting a roleplay

  1. Open a Skill you'd like to practise.

  2. Click one of the roleplay buttons on the Skill page.

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This opens the roleplay setup, where you choose how the roleplay will run.

Setting up the roleplay

You'll see four sets of options to configure.

Type of practice

How do you want to learn?

  • Practice the Skill puts you in the central role (coach, clinician, advisor, supervisor), and the AI agent plays the other person. You learn by doing.

  • Watch the AI demonstrate flips it. The AI plays your role in a realistic scenario, so you can see the skill in action. You learn by watching.

Mode

You can choose to type your conversation or use voice.

Conversation partner persona

Each persona is designed to test a specific communication skill.

  • The Contrarian — challenges every premise. Practise staying grounded with logic over emotion.

  • The Taskmaster — hyper-focused on results and time, ignores feelings. Practise boundary-setting and managing up.

  • The Sensitive Underperformer — defensive and easily hurt by feedback. Practise radical candour with empathy.

  • The Wallflower — passive and non-communicative. Practise drawing people out.

Scenario

The scenario defines the relationship, context, challenges, and goals of the conversation. Two paths:

  • Describe your scenario — write your own. This is ideal when you have a real or realistic conversation in mind (a disengaged client, a patient struggling with a care plan, an employee needing feedback). Brief descriptions work, but more detail makes the AI feel more realistic. Experienced practitioners often use this to rework a conversation that didn't go as planned, or to prepare for one that feels high-stakes.

  • Choose a generated scenario — pick from scenarios tailored to your Skill. Each one is detailed enough to feel authentic and identifies your role and the AI's role clearly.

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💡 Why does the AI have a random name? Real conversations involve real people. A name (like "Sarah" or "Marcus") helps the simulation feel like a person rather than an abstract exercise. Names rotate with each new roleplay.

Running the roleplay

  1. Once everything's set, click Start.

  2. Read the Backstory and Mission details for context.

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  1. The roleplay begins. Speak or type as you would in a real conversation. The AI agent responds in turn, with the personality and context defined by your scenario.

  2. To end the roleplay, click the red hangup button.

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After the roleplay

When you end the roleplay, you'll be prompted to Save or Delete it.

  • Save if you want the AI Skills Agent to analyse the conversation.

  • Delete if you'd rather not keep it.

If you save, you'll go back to the Skill page to see the analysis and feedback.

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From there, you can review the feedback and keep the conversation going with the AI Skills Agent.