Book
Designing Your Life
Bill Burnett & Dave Evans
For exploring several possible lives and testing them rather than assuming there is one perfect future waiting to be discovered.
Free tools · Develop yourself · 30 minutes
Not what sounds successful. Not what everyone else expects. What do you actually want?
Free, no account, nothing to sign up to. You will leave with something written down.
01 · Mark's view
I've spent a lot of my life chasing things.
Building businesses. Growing companies. Opening markets. Making money. Trying to make things bigger. Trying to make things better. Trying to get to the next thing.
And there's nothing necessarily wrong with any of that.
I like ambition. I like people who want to do something with their lives.
But the older I've got, the more interested I've become in a slightly different question.
Why?
Why do you want the thing you're working so hard to get?
I've met plenty of people who can tell me exactly what they're trying to achieve. They want to build a £100 million company. Become CEO. Sell their business. Make a million pounds. Buy the house. Move to Dubai. Retire at 50. Get married. Have children. Become famous. Whatever it is.
But keep asking why and sometimes something interesting happens.
They don't really know.
Maybe your parents thought being a doctor was success.
Maybe everyone around you is building businesses.
Maybe your friends started making more money than you.
Maybe somebody you follow on Instagram has the house.
Maybe your industry decided that becoming CEO was the top of the mountain.
Maybe you set the goal when you were 25 and you're now 45.
And you've never really stopped to ask whether the person you are today still wants what the person you were then decided to chase.
That's quite a thought.
You can spend twenty years successfully climbing a mountain only to discover you don't particularly want to be standing on top of it.
If you tell me: “I want £10 million.”
Fine. But why?
Freedom. Okay. What does freedom mean?
Control over my time. Fine. What would you do with the time?
Spend more time with my children. Travel. Choose the projects I work on. Not answer to anybody.
Now we're getting somewhere.
Because perhaps you don't actually want £10 million.
Perhaps you want Tuesday afternoon.
And maybe Tuesday afternoon doesn't cost £10 million.
Here's something else I've started thinking about.
Imagine you get exactly what you say you want. But nobody knows.
You can't post it. Nobody congratulates you. Nobody is impressed. Your friends aren't jealous. Your parents don't finally tell you they're proud of you. Nobody on LinkedIn knows you've done it.
Would you still want it?
Hopefully the answer is yes.
But perhaps it isn't. That's interesting too.
Because we're all influenced by other people. Of course we are.
The problem starts when we spend our lives trying to win a competition we didn't consciously enter.
Ask somebody what matters most and you'll often hear: family, health, friends, freedom, doing something meaningful.
Fine. Now show me your calendar.
That's where things get uncomfortable.
If your family is the most important thing in your life but they get whatever time is left after work, that's worth noticing.
If your health matters but you never find three hours in a week to look after it, that's worth noticing.
If you say you desperately want to start a business but you've spent twelve months talking about it and no Saturday morning doing anything about it, that's worth noticing too.
I'm not saying your calendar is always right. People have responsibilities. Bills need paying. Children need looking after. Life isn't a blank sheet of paper.
But there can be a big difference between what we say matters and what our behaviour says matters.
I want this exercise to look at both.
This may be the bit nobody particularly wants to hear.
You can't have everything. At least not all at once.
You may want to build an enormous company. You may also want complete freedom.
You may want to travel constantly. You may also want deep roots.
You may want extraordinary financial success. You may also want to be home every evening.
Perhaps you can find clever ways to combine some of these. But eventually life contains trade-offs.
Every serious yes is also a no to something else.
So I'm less interested in a list of everything you want.
I'm interested in: what matters enough to choose? And: what aren't you prepared to sacrifice to get it?
We spend a lot of time imagining the big moments. The exit. The wedding. The promotion. The new house. The holiday. The award. The day you finally make it.
But those aren't most of your life.
Most of your life is a Tuesday.
You wake up. You have breakfast. You go somewhere. You spend time with certain people. You do some work. You come home. You eat. You think. You sleep. Then you do it again.
So I don't just want to know what your dream life looks like.
I want to know what an ordinary Tuesday looks like in a life you'd actually enjoy living.
That might tell us considerably more.
There's one other possibility.
Maybe you're not confused. Maybe you know exactly what you want. You just don't particularly like what admitting it would mean.
Maybe you'd have to leave something. Start something. Stop something. Earn less. Disappoint somebody. Move. Stay. Say no. Accept that something you've spent years pursuing isn't important anymore.
Sometimes “I don't know what I want” is true.
Sometimes it's safer than saying: “I think I know what I want, but I'm frightened of what it might cost.”
We should find out which one it is.
We're not trying to design a perfect life. I don't believe one exists.
We're trying to get closer to understanding: what you genuinely want, what you think you're supposed to want, what you've probably outgrown, what enough might look like, who you want around you, what role work should actually play, what money is actually for, what you're willing to sacrifice, what you're absolutely not willing to sacrifice, and what you may already know but be avoiding.
And then we'll look at several different futures rather than pretending there is only one right answer.
02 · Think about this
03 · What I would do
Start with the answer you already have, then go underneath it. The first answer is usually the socially acceptable one.
Trace where each ambition came from. Influenced doesn't mean false, but unexamined is dangerous.
Remove the audience. Anything that survives being invisible is more likely to be yours.
Put your stated priorities next to your actual week and your actual spending, without moralising about the gap.
Run the £10 million test, then work out which of those changes actually requires the money.
Define enough before you define more. Otherwise more is the only answer available.
Force the trade-offs. What you refuse to sacrifice tells you more than what you say you want.
Build three genuinely different lives, remove your favourite, and see what the alternative reveals.
Finish with reversible experiments, not resignations.
04 · Do it yourself
05 · Use your AI
TAIU exercise
A guided AI interview that goes underneath your ambitions, finds the contradictions between what you say and how you live, and leaves you with experiments rather than a life plan.
Approximately 20-30 minutes
I want you to help me work out what I actually want from my life. Do not treat this as a conventional goal-setting exercise. Do not create a vision board. Do not start by asking me to write five-year goals. Do not assume that the ambitions I arrive with are genuinely mine. I want you to interview me. Ask one question at a time and wait for my answer before moving on. Be curious. Be direct. If my answer sounds rehearsed, generic or socially desirable, go underneath it. Keep asking why when it is useful. But don't turn every answer into an interrogation. Look for contradictions between: what I say I want what I actually do where I spend my time where I spend my money what I repeatedly postpone what appears to make me happy what I seem to seek approval for what I'm willing to sacrifice and what I'm unwilling to sacrifice Do not diagnose me. Do not pretend to be a therapist. Do not attribute my choices to childhood trauma or psychological conditions. If emotional patterns appear relevant, ask me about them rather than explaining them to me. Do not flatter me. Do not assume more money, status, achievement or freedom is automatically better. Equally, do not romanticise having less. I may genuinely be extremely ambitious. That is fine. The objective is not to reduce my ambition. The objective is to make sure I'm ambitious for something I actually want. We will work through the following stages. 1. ASK ME THE QUESTION Start simply. Ask: "What do you actually want?" Do not give me categories or examples. Let me answer however I want. Then explore my answer. 2. KEEP ASKING WHY Take the most important things I say I want and go underneath them. If I want money, ask what I believe the money will give me. If I want success, ask what success changes. If I want freedom, ask what I want freedom to allow me to do. If I want a relationship, ask what I hope that relationship adds to my life. If I want recognition, ask whose recognition matters. Keep going until we reach something more fundamental. 3. WHAT DID I INHERIT? Explore where my ambitions came from. Ask about parents, family, friends, culture, school, career, industry, social media, people I admire and people I compare myself with. Ask: "Which of your ambitions might have started because somebody else taught you that this was what success looked like?" Do not assume an influenced ambition is false. Help me decide whether I have consciously chosen it for myself. 4. REMOVE THE AUDIENCE For each major ambition ask: "If nobody could ever know you'd achieved this, would you still want it?" No social media. No congratulations. No status. No envy. No recognition. Nobody impressed. Explore whatever changes. Then ask: "Who do you most want to see you succeed?" And: "Whose opinion would hurt most if they thought you'd failed?" 5. WHAT HAVE I OUTGROWN? Ask about ambitions I formed five, ten or twenty years ago. Which still excite me? Which have become habits? Which am I pursuing because I've already invested so much in them? Ask: "What are you still trying to achieve that the current version of you might never have chosen?" 6. LOOK AT MY ACTUAL LIFE Ask me to describe a normal week. Where does my time go? What gets the best hours? Who gets my attention? What repeatedly gets postponed? Then compare that with what I've told you matters. Do not moralise. Show me the contradictions. 7. FOLLOW THE MONEY Ask broadly where my discretionary money tends to go. Experiences? Things? Family? Travel? Home? Security? Education? Health? Status? Convenience? Businesses? Other people? What does that suggest about what I value? Again, don't assume spending automatically equals values. Look for patterns. 8. THE £10 MILLION TEST Tell me: imagine £10 million arrives in your bank account tomorrow. It is legal. Tax has been paid. You never need to work again unless you choose to. Ask me one at a time: What would you stop doing immediately? What would you continue doing even if nobody paid you? Who would you spend more time with? Where would you spend your time? What problem would you still want to solve? What would you buy? What wouldn't change at all? Then ask the important question: "Which of those changes actually requires £10 million?" Identify things I'm unnecessarily postponing. 9. WHAT IS ENOUGH? Explore "enough." Enough income. Enough wealth. Enough house. Enough achievement. Enough recognition. Enough work. Enough growth. Do not force me to settle for less than I genuinely want. Instead ask: "At what point would more stop materially improving the life you actually want?" If I genuinely want considerably more beyond that point, explore why. 10. WHAT AM I WAITING FOR? Ask: "What are you waiting to happen before you give yourself permission to live differently?" A sale? Promotion? Relationship? Children? Children leaving home? More money? Losing weight? Moving? Retirement? Somebody's approval? Then ask: "Why does that have to happen first?" Separate genuine dependencies from permission I've unnecessarily postponed. 11. THE PRICE Take my major ambitions one at a time. Ask: "What are you genuinely prepared to sacrifice for this?" Then: "What are you absolutely not prepared to sacrifice?" Explore health, family, relationships, friendships, autonomy, money, security, location, reputation, time, sleep, privacy and principles. Do not allow me to claim everything is equally important. Force real choices where necessary. 12. WHAT DO I DEFINITELY NOT WANT? Sometimes this is easier. Ask me to describe a life I would hate to wake up in ten years from now. What is happening? What have I lost? Who am I surrounded by? How am I spending my time? What have I become? Use this to identify the future I should actively avoid. 13. MY ORDINARY TUESDAY Now take me five years into the future. Pick an ordinary Tuesday. Nothing exceptional happens. Ask me one question at a time. Where do I wake up? Who is there? What time do I get up? What happens in the first hour? Where do I work? What am I working on? Who controls my diary? Who do I speak to? Who do I have lunch with? How much pressure is in my day? What time do I stop? Who do I see? What happens that evening? How do I feel when I go to bed? Then estimate what would actually have to be true financially, professionally and personally for this Tuesday to exist. 14. THE PEOPLE Ask: "Who do you want your life to contain more of?" Not names only. Types of relationships. Family. Old friends. New friends. Partners. Children. Colleagues. Interesting people. Mentors. People I can help. People who challenge me. Then ask who or what currently gets too much of my energy. 15. WORK Ask what role I genuinely want work to play. Is work income, identity, creativity, competition, contribution, community, status, intellectual stimulation, adventure, independence, or some combination? Ask: "If work stopped being the primary scoreboard, what else would you start measuring?" 16. THREE DIFFERENT LIVES Using everything you've learned, construct three genuinely different lives I could plausibly choose. Do not make them three versions of the same plan. Derive the dimensions from my answers. For each life show: What I gain. What I lose. Who is around me. What an ordinary Tuesday looks like. What work looks like. What money is for. What I would probably regret. What might surprise me. Give each life a simple descriptive name. 17. THE ALTERNATIVE IS UNTHINKABLE Ask me which life I instinctively prefer. Then remove it. It is no longer available. Develop the strongest alternative seriously. Ask: "What becomes possible when the life you thought you wanted is taken away?" Look for opportunities hidden by my original preference. Do not treat the alternative as second best. 18. PROVE YOURSELF WRONG Now tell me what you currently believe I actually want. Then make the strongest case that your conclusion is wrong. Use my own answers against it. Identify contradictions. Identify evidence you may have overweighted. Identify things I said that don't fit. Then tell me whether your original conclusion survives. 19. WHAT MIGHT I ALREADY KNOW? Ask: "Is there anything you think you already know you want, but admitting it would require you to change something you're not ready to change?" Wait. Do not suggest answers. Explore whatever emerges carefully. 20. THE 80-YEAR-OLD TEST Ask me to imagine myself at 80. Not dying. Not at my funeral. Just older, looking back. Ask: "Which version of your life would disappoint you most if you never even tried it?" Then: "What are you doing today that makes that life more or less likely?" 21. DON'T REDESIGN MY LIFE YET Before making recommendations, separate things requiring major irreversible decisions from things I can test cheaply and reversibly. Look for experiments. A month somewhere. One day a week differently. A project. A conversation. A boundary. A different working pattern. Spending time with different people. Stopping something temporarily. Starting something small. We are looking for evidence before dramatic decisions. 22. GIVE ME MY HANDOVER Finish by producing the structured document described below.
Please don't finish this and resign tomorrow. Or move country. Or end a relationship. Or sell your business.
That's not what this is for.
You've generated a hypothesis about the life you might want. Now test it.
If you think you want to live somewhere else, spend some ordinary time there. Not a holiday.
If you think you want to work less, try protecting one day.
If you think you want to start something, give it Saturday morning.
If you think certain people matter more, put them in the calendar.
If you think money isn't the real constraint, prove it.
Small experiments are useful because reality gets a vote.
You may discover that the life you imagined isn't nearly as good when you actually try it. Brilliant. That's useful information too.
06 · Get out into the world
Take your stated priorities and put them next to last month's calendar. Mark every week where the two disagree.
Choose one or two of the 90-day experiments and put them in the diary this week, with dates.
If you think you want to live somewhere else, spend an ordinary working week there rather than a holiday.
Protect one day differently for a month and notice what actually changes.
Ask one person who knows you well: “What do you think I actually want?” Then listen without correcting them.
07 · Go deeper
Book
Bill Burnett & Dave Evans
For exploring several possible lives and testing them rather than assuming there is one perfect future waiting to be discovered.
Book
Oliver Burkeman
For the uncomfortable but useful reality that time is finite and choosing one thing necessarily means not choosing countless others.
Book
Robert Waldinger & Marc Schulz
For the long-running Harvard research into relationships and what appears to contribute to a good life.
Book
Bill Perkins
For thinking differently about money, time, health and experiences across different stages of life.
Book
Greg McKeown
For choice, priorities and accepting that meaningful decisions contain trade-offs.
Podcast
Arthur Brooks
On meaning, happiness and the danger of using achievement as the only scoreboard.
08 · The alternative
Take the life you instinctively prefer and remove it. It is no longer available. Develop the strongest alternative seriously, not as second best. What becomes possible when the life you thought you wanted is taken away? The preferred future often hides opportunities that only appear once it is off the table.
09 · Test it
Would you still want it if nobody could ever know you had achieved it?
Which of the changes you described actually require £10 million, and which could start this month?
Does your calendar over the last month support what you say matters most?
Can you name one thing you are genuinely prepared to sacrifice, and one you are absolutely not?
Is what you are waiting for a genuine dependency, or permission you have postponed?
10 · The TAIU handover
The prompt already ends by producing this. If you have done the exercise somewhere else, or your assistant drifted, paste this in to force a clean, portable summary. It belongs to you — keep it, share it with people who know you, or bring it into a deeper conversation.
TAIU exercise
A clean, portable summary of what you concluded and what you will test next.
WHAT I ACTUALLY WANT Produce a structured document with these headings. WHAT I SAID I WANTED The ambitions and desires I arrived with. WHAT'S UNDERNEATH THEM What those things appear to be trying to give me. WHAT APPEARS TO BE MINE The desires that survived serious questioning. WHAT MAY NOT BE MINE Ambitions strongly influenced by expectation, comparison, status or habit. WHAT I'VE OUTGROWN Goals that appear to belong to an earlier version of me. WHAT IS ENOUGH Where more appears to stop materially improving the life I want. MY ORDINARY TUESDAY A concrete description of everyday life five years from now. MY PEOPLE Who I want my life to contain. THE ROLE OF WORK What I actually want work to provide. THE ROLE OF MONEY What money is for in the life I want. WHAT I WON'T SACRIFICE My genuine non-negotiables. WHAT I WILL SACRIFICE The trade-offs I'm consciously willing to make. WHAT I'M WAITING FOR Things I've made prerequisites for living differently and whether they genuinely need to be. WHAT I DON'T WANT The future I should actively avoid. THE THREE LIVES The three genuinely different futures we explored. THE ALTERNATIVE What became visible when my preferred future was removed. THE CONTRADICTIONS Evidence from my own answers that challenges the conclusion. WHAT I MAY ALREADY KNOW Anything I appear to know but may be reluctant to act on. THE GAP Where my life today conflicts most strongly with what I say I want. WHAT DOESN'T REQUIRE £10 MILLION Changes I could make sooner than I'm allowing myself to believe. THE EXPERIMENTS Five small, reversible things I could test over the next 90 days. THE BIG DECISIONS — NOT YET Major decisions that should not be made until I've learned from those experiments. UNRESOLVED Questions where the honest answer is still "I don't know." End with: You don't need to have your whole life figured out. But you should probably know whether the life you're working so hard to build is one you actually want.
11 · Ask Mark
Still unsure whether what you've written is what you want or what you're supposed to want? Your What I Actually Want handover is complete. Don't start again. Take it, and the evidence from your first experiments, into Ask Mark.
Starter prompt
I've completed What Do You Actually Want? Don't help me turn this into a life plan yet. Challenge it. Look for contradictions between what I say I want and how I actually live. Tell me where status, fear, expectation or habit may still be influencing the answer. Develop the strongest alternative I may be overlooking. Then help me choose the smallest real-world experiments that would tell us whether any of this is actually true.
Ask Mark is in build. It is not a better prompt — it starts from your handover, assumes the exercise is done, and argues with the conclusion rather than repeating the discovery.
Take this to Ask Mark12 · Talk to Mark
A human conversation becomes relevant where the consequences are real: leaving or selling something you've built, a significant change of country or career, a decision that affects a family, or the point where the life you've been building and the life you want have visibly diverged.
If you do get in touch about this, bring the handover. It means the conversation starts at a much higher level than "tell me about yourself".
Start a conversation13 · Continue
Knowing whether you actually want the life that comes with it matters more.
You are not choosing the rest of your life here. You are trying to understand it well enough to make the next choice better.