# Using AI to Prepare for Difficult Conversations Course

Canonical URL: <https://www.creativelive.com/classes/using-ai-to-prepare-for-difficult-conversations-course>

## Overview

No magic wand exists for difficult conversations, but this course comes pretty close. With Claude and other free, publicly available AI tools serving as your personal preparation coach, you will learn how to approach and work through the conversations many people put off, avoid, or handle poorly at work and in life.

Waiting does not make hard conversations any easier. Showing up unprepared or leaning on language that does not feel authentic to you can send things in the wrong direction. Whether you are tackling a performance issue, resolving conflict with a peer, offering feedback to someone who struggles to receive it, gearing up for a high-stakes conversation with leadership, or sorting through a difficult situation outside of work, this course lays out a clear, step-by-step approach to using AI effectively. You will learn to prompt AI in a way that captures your voice, prepares you for how the other person might respond, and gives you space to practice before the real moment arrives. You will finish with a personalized plan and a reliable approach you can return to any time a difficult conversation comes your way, at work or beyond.

## What you'll learn

- Engineer AI prompts that yield coaching level guidance rather than one size fits all advice
- Establish a personal communication style profile so the output AI generates genuinely reflects your voice
- Think through how the other person is likely to respond and develop a strategy to handle it
- Refine an opening and overall approach that opens the door to dialogue instead of triggering defensiveness
- Engage in live AI role play and take stock of your own performance through structured debriefing
- Finish with a thorough, personalized conversation plan you can put to use right away

## Curriculum

#### Module 1: Why AI? Setting the Stage

- The avoidance cycle and what it costs us.
- What AI can and cannot do in conversation preparation.
- Overview of tools: Claude, ChatGPT, Gemini, and Pi.
- The personalization gap and why generic prompts produce generic results.
- Your first prompt, including unguided practice and debrief.

#### Module 2: Teaching AI Who You Are

- The four dimensions of communication style: directness, warmth, formality, and emotional expression.
- Building your Communication Style Profile.
- Putting your profile to work through before-and-after comparison.
- Common profile mistakes and how to fix them.

#### Module 3: Teaching AI About the Other Person

- Why the other person's profile matters.
- Building a Person Profile, including style, triggers, interests, and what makes them receptive.
- Using AI to anticipate reactions and stress-test your approach.
- Understanding the limits: AI sees only your perspective.

#### Module 4: Preparing Your Opening Statement

- The three-part anatomy of an effective opener.
- Five common opener mistakes and why they backfire.
- Drafting multiple versions with AI feedback.
- Refining your opener through iteration and peer review.

#### Module 5: Practice Mode — Role-Playing with AI

- Why practicing a conversation is different from rehearsing a monologue.
- Setting up a realistic AI role-play.
- Running a five-exchange practice simulation.
- Debriefing with AI: what you noticed and what to adjust.

#### Module 6: Your Personal Conversation Plan

- The six-part Conversation Plan framework.
- Building your plan with AI section by section.
- Using AI after the conversation through the post-conversation debrief prompt.
- Closing reflection and next steps.

## Schedule
- Jul 8, 2026 9:00am–4:30pm — Live Online
- Sep 9, 2026 9:00am–4:30pm — Live Online

## Pricing

**Tuition:** $899