The Writing

How Do You Know You're Making the Right Choice?

By Umar Saleem, Founder of The Wisdom Practice8 min read

Eleven at night, and the list is finally done.

Two columns in your notes app. Job A on the left: better money, a team like the one you already run, work you could do half asleep. Job B on the right: a role you barely believed you'd be offered, a company you'd never heard of in March, a yes that genuinely surprised you. You've scored the salary and the commute. You've asked your partner, your old colleague, your mum, and every one of them said something different. So you sit at the kitchen table, reading the same two columns for the fourth time, waiting for the list to tell you which one is right.

The email said reply by Friday.

Let me take the real question seriously, then. How do you know you're making the right choice? You never will. Certainty about outcomes doesn't exist for anyone, and that turns out to be useful news, because something better sits within reach tonight: a clear view of where the choice is coming from. The rest of this piece is how to get that view.

The list was never going to answer

It's impossible to know. You can measure everything measurable between two jobs, the miles you'd travel, the money, the dental plan, and none of it says a word about whether the choice leads to the life you want. You could pick the most amazing job in the world, certain it will give you exactly what you need, and the day after you sign, the company goes bankrupt.

We've spent our whole lives deciding by analysis, choosing whatever logic calls right. Logic never paints the full picture. So we make an educated guess, and the guess is the exact moment the worry arrives.

Run tonight through a simple test. If you had absolute certainty that the decision in front of you would carry you to the life you want, would you feel anxious right now? Would you be rereading anything? Every time you overthink a decision, every time you procrastinate on one, part of you is quietly saying: I'm not sure this is the right one.

Now imagine the reverse, a life where everything you did carried that certainty, where you poured all of yourself in because you knew. That's the real prize, and the path to it starts with a question that never made it into either column.

The question under the two columns

Why are you really choosing this?

Most of what we do, we do because it's familiar, and because it's what everyone around us is doing. Ask your mind why you're leaning toward the left column and it answers instantly. The money's better. It just makes sense. The mind is very good at this.

Go underneath the answers. Behind every reason the mind offers there's a feeling, and most of us were never trained to look for it. So look now. Take whichever part of this decision brings up the most anxiety, close your eyes, and ask: why am I really doing this? Ignore whatever the mind says back and watch for the feeling underneath. See if you can give it a name.

Naming it may take a while; we're out of practice. But you'd be surprised how often the feeling under a sensible decision turns out to be fear, to some degree. Don't judge it, and don't overcomplicate it. Just get the name right, because the mind can lie, but your feelings can't.

If the name is fear, sit with that for a moment. Then brace a little, because the honest next question is bigger than Friday: where else in your life is that same feeling doing the driving?

Ten years of the left column

This table has hosted this decision before. Different nouns, same shape. The flat you renewed instead of the move you kept talking about. The course you researched for a month and never booked. The meeting where you had the dissenting point ready and let the moment pass, then spent the drive home asking why you didn't speak up. Repeat that enough times and the questions stop. You conclude: this is me. This is just who I am.

The mind wraps stories around the pattern to keep it comfortable. I'm a kind person, I don't make people uncomfortable. I'm reliable, I keep the steady job so I can help people when they need it. The kindness and the reliability may be genuinely true of you. They may also be doing a quieter job, making the pattern easier to live with.

People misunderstand the word fear as terror. Here it means a mindset, the quiet one that says things are going to happen to me, I've got no power over this. From inside it you're reacting instead of responding, taking whatever life throws and adjusting around it.

Then run the one check the stories can't survive. If your life were a video game and you were the player, sandbox mode, free to build absolutely anything, would you have built the life you're standing in? If the answer is no, then to some degree you're settling, and to that same degree, fear has been doing the choosing. For years. Potentially decades. Friday is about to become one more data point.

Which sounds like a verdict: safe column, fear, wrong answer. It's more interesting than that.

Fear is not a bad word

It's okay to be doing something out of fear. You won't hear many people say that, but it's fine; we're human, and it's part of the experience. The whole difference lies in whether you know you're doing it.

Say five interviews went quiet and one company finally got back to you. The job underwhelms you and you know it, but you need income. Take it, and take it with your eyes open: this is getting me by for now. Chosen that way, the job has a purpose and an expiry, and it never gets the chance to quietly become a story about who you are.

Fear lives on the right side of the list too. Walking into a completely new role, the kind that could be the missing piece after years in a rut, will frighten you. You're going to feel fear on the way into the most amazing opportunity of your life. So finding fear in your chest settles nothing, in either direction. Ask what purpose stands behind it instead. If the purpose is, I want this skill, and getting it will mean unlearning what I think I know and hearing no a few times, then the fear has a job to do. Fear without a purpose is just torturing yourself.

Your list is hiding one more thing. By writing it you defined what you value, and so far the rows read money, distance, perks, people. Is that list complete? What will the experience of each job actually be like? What will your excitement level be, in each one, on an ordinary Tuesday? Add those rows and the whole idea of value turns on its head. You might choose the job with less money because you feel more alive in it, and if you ask anyone else, that's the wrong decision, because money is supposed to matter most. Maybe.

Which still leaves you holding two offers and one deadline. You've named the values and the fear. What does right actually feel like?

How you know the choice is right for you

I'd love to tell you to switch the mind off and trust your instincts. Building enough connection with your body to know what you're feeling takes time. But the most reliable signal I know is this: the right decision for you will feel lighter.

Lighter can still be terrifying. It may feel scary as hell, and your default response will be, that feels scary, so it must be wrong. Look one layer past that. Do you feel freer in the decision? Is there more of you in it, nerves and all?

Nobody can run this check for you. No amount of advice from friends or family will hand over the final piece, because you are the only person who will ever know whether something is right or wrong for you. So run it properly, tonight, while the reply can still wait.

Try this

Three checks, each small enough to finish before Friday.

  1. The chin-down check. Close your eyes and drop your chin toward your chest. It quiets the mind a little; it's the same reason people under hypnosis let their heads fall. Then ask: why am I really doing this? Ignore whatever the mind answers and watch for the feeling. Give it a name. If the name is fear, you've just learned more than the list taught you all week.
  2. Name the driver. Ask what the dominant emotional force in your life has been this year. Then catch the hours when it goes quiet. Notice who you are when you're giving purely because you want to; you hand five pounds to someone on the street and your bank balance never crosses your mind. Decisions made from that state exist. Notice how different they feel.
  3. Finish the list. Add two rows beneath the salary and the commute: what the day-to-day experience would be in each job, and how excited each one makes you. Score them as honestly as you scored the money, and watch what happens to the totals.

Friday comes either way. The two columns will still be in your notes app, and the totals will still refuse to settle it, because the answer was sitting on your side of the table the whole time. Somewhere under the arithmetic, one of these choices has more of you in it. Pick that one, even if your voice shakes when you send the reply.

The full conversation is in the episode behind this post, and the Unlearning Method shows how this kind of awareness becomes a way of living.

If you're standing at a crossroads like this one and want company while you look at it, an alignment call is a calm place to do that. Nothing is sold on it.

Common Questions

How do you know you're making the right choice?

No one gets certainty in advance; even a perfect choice can be undone by tomorrow's events. The reliable signal is where the choice comes from. Name the feeling behind each option, check whether a purpose stands behind any fear, and notice which option feels lighter and more like you. Only you can ever know that.

What if the feeling behind my decision is fear?

That's more common than most people admit, and it's okay. You'll feel fear walking into a wonderful new opportunity just as surely as you'll feel it staying put, so fear alone settles nothing. Ask what purpose stands behind it. Fear in service of something you want is workable; fear with no purpose behind it just tortures you.

Is it wrong to take a job I don't love because I need the money?

It's fine, as long as you're clear with yourself about why. If five interviews went quiet and one offer landed, taking it because you need income is a decision with a purpose: it gets you by for now. Trouble starts when the reason stays hidden and the job slowly becomes a story about who you are.

What if I choose and it turns out badly?

You could make a genuinely good choice and watch the company fold the next day; outcomes sit outside anyone's control. The ground you chose from and the purpose you carried in stay yours. When you're clear on those, a bad outcome becomes information for the next decision rather than a verdict on you.

How do I get better at reading what my body is telling me?

Slowly, with practice. Start with the chin-down check: eyes closed, chin toward your chest, one honest question, attention on the feeling rather than the mind's commentary. It may take time before you can label what you find, because most of us were never trained to look. The connection builds through repetition, like any skill.

From the podcast

This essay grew out of Ep.33: How do you know you're making the right choice?. Listen to the full episode for the complete conversation.