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People 5 min DREAM
Tell me this argument again, from their side.
Your disagreement retold from the other person’s point of view, plus what you may be missing.
Moment 27 prompts 7 scenes
Hard conversation.
There’s something you need to say and no easy way to say it.
More for this moment.
26 more prompts, drawn from 7 scenes.
Know yourself 10 min What’s it like to be on the receiving end of me?
A fair guess at how you come across to one person in your life, and what they hold back.
Decide 10 min We want different things. How do we decide this together?
A fair agenda for one conversation: both positions, where you really differ, and how you’ll decide.
Work 20 min Run a practice interview with me, then tell me how I really did.
A realistic practice interview, one question at a time, with a straight verdict on each answer.
Work 5 min What do I say when I can’t take on one more thing?
Three ways to turn down a request at work, from a clear no to a trade, in words you can use today.
Work 5 min I wrote this email angry. What should I send instead?
A calm version of the message you wrote angry, built to get the result you want from it.
Work 10 min This feedback stung. Which part of it is true?
Feedback that stung, sorted into what’s fair, what’s unclear and what to do in the next two weeks.
Work 10 min How do I tell someone on my team their work isn’t good enough?
A plan for a hard conversation with someone you manage: the opening, the examples and the next step.
Work 10 min How do I quit without burning the bridge?
A plan for resigning well: what to say first, what to leave out, and a handoff in order.
Money 10 min What number do I say when I ask for a raise?
Three numbers for your pay conversation: the ask, the target and your floor, each with its reasoning.
Money 10 min Play the seller so I can practice haggling before it counts.
A realistic practice round with a seller, then honest notes on where you gave ground too fast.
Money 10 min My partner and I never talk about money. How do I start?
A plan for a first money talk: an opening line, the numbers to bring and three questions for you both.
Money 10 min Someone close to me asked to borrow money. Do I say yes?
Three honest options beyond yes or no, what each could cost you, and kind words for each one.
People 5 min How do I say this without starting a fight?
Three ways to say the hard thing, each with a note on how it’s likely to land.
People 10 min There’s a conversation I keep putting off. Help me start it.
A one-page plan for a hard talk: your opening line, your one point, and replies for the pushback.
People 10 min I owe someone an apology. Help me leave out the ‘but’.
A short apology that names what you did and what it cost them, with no defense attached.
People 5 min Help me set a boundary I won’t drop the first time it’s tested.
A boundary in two sentences, what you’ll do instead, and a calm line for when it gets tested.
People 10 min Why do we keep having the same argument?
The loop behind a repeating argument, drawn in plain steps, and the one place you could step out.
People 10 min Should I tell my friend what I really think?
A straight answer on whether to speak up, and the kindest honest wording if you should.
People 10 min My friend is going through something awful. What do I say?
A text that needs no reply, two offers they can just say yes to, and the well-meant line to skip.
People 10 min Get me through this family dinner without the usual scene.
A pocket plan for a tense gathering: likely flashpoints, a line for each, and a way to step out.
People 10 min How do I talk to my teenager and get more than ‘fine’?
Five ways into a real conversation with your teen, and the one habit of yours to drop.
Mind and body 10 min I think I’m burned out. How do I explain that to my doctor?
A then-and-now picture of what has changed, the line you’d soften said plainly, and questions for the doctor.
Mind and body 10 min What do I say in my first therapy session?
A one-page note for your first session: why you’re there, what you want, and what to ask the therapist.
Mind and body 20 min While I’m okay, help me write the plan for when I’m not.
A one-page plan in your words: early signs, what helps and who to call, to share with someone you trust.
Write and create 5 min Before I send this, what will my reader actually hear?
A cold read of your message: what it seems to ask, where attention drifts, what could land wrong.
Write and create 5 min I have bad news to put in writing. Help me say it straight.
A short, kind message that says the hard thing in the first two sentences.
There is a pack for this.
A pack is a small set of prompts chosen for one situation.
The hard conversation
Find the words for the thing you’ve been putting off saying.
- Tell me this argument again, from their side.
- There’s a conversation I keep putting off. Help me start it.
- How do I say this without starting a fight?
8 prompts
Other moments.
This is one of 16. These two sit on either side of it.