What happened, not what you've decided it means.
"He ignored my email" becomes "he hasn't replied in six days".
Hard Conversation Prep: one prompt that turns a brain dump into a one-page plan. The fact, not the story. What you need. How to open. How they'll push back. One clean request. You still have the conversation. It just stops being fog.
Ten minutes before the conversation. Works in Claude, ChatGPT, Gemini or Copilot. From an executive coach who's prepared hundreds of these with leaders.
You've also got an email on its way with links to all the free resources, so you can find them again.
Jump to the Hard Conversation Prep ↓Five things, in this order. Each one is a place these conversations usually go wrong.
"He ignored my email" becomes "he hasn't replied in six days".
One. Not four. If there are four, it makes you choose.
The fact, the impact, a question. Under forty words.
With a calm, two-sentence answer to each that stays on the fact.
What you're asking for, and by when.
Don't tidy it. Dictate it in the car. The mess is where the story shows up, and the story is what the prompt is looking for.
01 is the prep. 02 to 04 cover before, after, and the day after if it went badly.
Paste your brain dump where it says.
I need to prepare for a hard conversation. Here's my brain dump of the situation, as it comes out: [paste or dictate]. Work through it in this order and don't skip steps. 1. Facts vs story: list what actually happened (observable, dated, checkable) in one column, and the story I've built about it (interpretations, assumptions, feelings) in the other. Be strict. 2. What I need: from the facts, tell me the one thing I actually need from this conversation. One. If you see four, rank them and pick. 3. Opening line: write an opening that states the fact, names the impact, and asks a question. No apology, no attack. Under 40 words. 4. Pushback: the three most likely ways they'll respond, and a calm two-sentence reply to each that stays on the fact. 5. The request: one clean sentence, in plain words, that I could say out loud, asking for what I need and by when. Give it all back on one page. Then tell me the one thing I'm most likely to do wrong in the room, based on how I described it.
Claude plays them. It can be uncomfortably realistic.
Play [their role, not their name] in this conversation. Here's what they're like: [how they usually take feedback, what's going on for them]. I'll open with the line from my prep. Respond as they realistically would, pushback included. Stay in character for four or five exchanges. Then step out and tell me where I drifted from the fact, where I softened the request, and one thing to do differently.
Straight after, while it's fresh.
Here's my rough account of the conversation I just had: [paste or dictate]. Write a short, fair note of what was agreed: the facts we both accepted, what each of us will do and by when, and anything left open. Neutral language, no judgement, under 150 words. Then tell me whether I got the one thing I needed, and if not, what the next step is.
For when it didn't go to plan.
The conversation didn't go the way I planned. Here's what happened: [paste]. Separate what they said from how I interpreted it. Tell me what's actually been damaged and what hasn't, and whether I need a second conversation or should let it settle. Draft a short follow-up message that resets things without reopening the whole argument. Under 80 words.
Three ways to go further, depending on where you are.
Build your AI chief of staff in 30 days, live, with me and a small group of people running businesses. The next cohort opens when the waitlist is full. Join it and you get first access and the waitlist price.
Join the Challenge waitlist →Three live calls a month, at least four new skills a month, plugin updates. For people already using Claude daily who want to keep building. Cancel any time.
Join the membership →Four private sessions building the whole system around your actual week, or a workshop for your leadership team. Book a call and we'll work out which.
Book a call →