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Work 10 min DREAM
If I change nothing, where does my career end up?
An honest sketch of where your current path leads in three years, and the one choice that would bend it.
Moment 30 prompts 6 scenes
Career crossroads.
You can’t tell whether to stay, move or start something else.
More for this moment.
29 more prompts, drawn from 6 scenes.
Know yourself 10 min What’s easy for me that’s hard for most people?
Up to three things you do well without noticing, with proof and a place to use each more.
2 versions
Know yourself 10 min Which story about myself did I stop questioning years ago?
One old belief about who you are, checked against the evidence and rewritten to fit now.
2 versions
Know yourself 10 min Whose definition of success am I living by?
Your goals traced back to where each one came from, and a definition of success that’s yours.
2 versions
Know yourself 10 min What have I outgrown but keep carrying around?
One goal, role or habit that fit an earlier you, and a fair way to put it down.
2 versions
Know yourself 10 min Who do I envy, and what is that telling me?
A clear read on what your envy is pointing at, minus the parts of their life you’d hate.
Know yourself 10 min Show me how I actually decide, not how I think I do.
Your decision habits drawn from three real choices, your typical mistake, and one rule.
Know yourself 5 min People thank me for the same thing again and again. What is it?
The common thread in what people say about you and ask of you, in one plain sentence.
Know yourself 20 min I’m not the best at anything. What’s rare about my mix?
The two or three things you do that are common on their own and uncommon together.
Decide 5 min Both options feel wrong. What’s the third one?
Your either-or decision restated as a wider question, plus four options you hadn’t put on the table.
Decide 10 min I don’t want advice. I want better questions.
Five questions that keep the decision yours, then a playback of what your answers said.
Decide 10 min How do plans like mine usually turn out?
The outside view on your plan: what typically happens, how long it takes, and who beats the odds.
Needs web search
Decide 10 min Ten years from now, which choice will I wish I had made?
A look back from the future at each option: what you’d regret, and which regrets you could repair.
Decide 5 min Could I try this for a weekend before I bet a year on it?
Three small tests of a big move, each cheap, short and clear about what it would tell you.
Decide 5 min I’ve put so much into this. Is that a reason to keep going?
A fresh look at whether to keep going, with what you’ve already spent set to one side.
Work 10 min Would you interview me, based on this resume?
A hiring manager’s verdict on your resume, the line that decided it, and the three lines to rewrite first.
Work 10 min Show me what stands between me and the job I want.
A plain table of what a job asks for, what you already have, and the fastest way to close the gaps.
Work 10 min Someone says ‘tell me about yourself.’ What’s my one-minute answer?
A one-minute version of your career story that sounds like you and points at where you’re going.
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 How do I ask a stranger for career help without groveling?
A short, specific message to someone who could help you, written to be easy to answer.
Work 10 min Am I ready for a promotion, or do I just want one?
Your case for the next level on one page, with the two gaps a skeptical manager would raise.
Work 10 min What am I known for at work, and is it what I want?
Your likely reputation at work in one sentence, the evidence for it, and the gap to the one you want.
2 versions
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.
Work 10 min Translate my experience for a field I’ve never worked in.
What carries over to a new field, what doesn’t, and two bridge roles that make the move believable.
Work 10 min What needs to be in place before I quit to go freelance?
Five checkable conditions for going freelance, which ones you already meet, and a date to decide.
Work 10 min If my job vanished next month, how ready would I be?
A readiness check on your contacts, proof of work, skills and pitch, with three moves for this month.
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 Am I charging enough to live on?
What you really earn per working hour, the rate your life requires, and the gap between them.
Learn 10 min What changed in my field while I wasn’t paying attention?
The five biggest changes in a field since you stopped following it, and what’s still unsettled.
Needs web search
Write and create 10 min Can you write a cover letter that doesn’t sound like a cover letter?
A short cover letter made from your own rough words, with nothing in it you wouldn’t say aloud.
There is a pack for this.
A pack is a small set of prompts chosen for one situation.
Career crossroads
For when you can’t tell whether to stay, move or start over.
- If I change nothing, where does my career end up?
- Who do I envy, and what is that telling me?
- I’m not the best at anything. What’s rare about my mix?
7 prompts
Other moments.
This is one of 16. These two sit on either side of it.