What Is Your Why? Tom’s Story

ARTICLE PUBLISHED: September 7, 2026

Key Takeaways

  • Tom arrived at the process out of genuine curiosity rather than crisis, and he gave more away in his first session than most people manage in two.
  • His own evidence pointed at two different instruments, both genuinely his and both running his whole life: bringing people together, and bringing order to scattered things.
  • One question separated them, when he was asked to imagine a week of order-making with nobody around and a week of people with nothing organised at all.
  • Order did not disappear from the picture, it moved into the conditions, because structure is what frees Tom to be fully present rather than the reason he turns up.
  • His statement grew shorter with every draft rather than longer, ending on five words that survived every round of cutting.
  • After four sessions that statement is a working version rather than a finished one, because Tom can still feel something missing that he cannot yet name, and nearly all the evidence now points in a single direction.

Who Is Tom, and Why Did He Want to Do This?

Tom is in his late twenties, engaged and deep in planning his wedding, and he works with volunteers after previously living in a residential missional community. He came to the process because he was curious about himself and wanted to understand what actually makes him tick, which is a very different starting point from the one most people arrive with. There was no crisis behind it and no season of burnout pushing him toward the question.

What that curiosity produced was a first session unusually full of material, because he answered openly and kept adding things as they surfaced. Moments arrived out of nowhere while he was talking about something else entirely, and those late arrivals turned out to be some of the most useful evidence we had. The problem was never a shortage of information about Tom, it was that the information pointed in two directions at once.

What Did Tom Think His Why Was?

His first attempt was about helping people move from messy to clear, which he described as helping someone with lots of ideas narrow them down into something more defined. It was a sensible opening answer and there was real evidence sitting underneath every part of it.

When we laid all of his material out afterwards, though, a problem became obvious. His sentence was not describing one thing at all, it was two separate things stitched together, and neither of them actually needed the other to exist.

What Were the Two Instruments?

One of them was people and the other was order, and both had been running through his entire life. Think of them as two instruments he can genuinely play, because he has played both since childhood, but only one of them can be the instrument that explains his energy.

On the side of people, there was an evening where two groups who had never met, from different parts of the world, cooked and ate together and told each other their stories. In his own words they all entered as strangers and left with a real closeness. There was the night in the missional community when a neighbour was in trouble and his housemates turned to him and asked what they should do next. There were worship teams, the school orchestra and the music rooms at break, and there was a room full of neighbours who had nothing in common beyond living on the same road, all getting on, with Tom sitting back and thinking how good it was that the space existed at all.

On the side of order, there was a large spreadsheet job involving merging and extracting specific data, which he said he could happily sit and do for hours without noticing the time. There were the wedding spreadsheets, and there were weeks of scattered vision statements, values and action plans that he pulled together into a single clean document he could hand to trustees. There was also Lego, built strictly according to the instructions, and still bought as an adult.

The difficulty was that these two things did not overlap anywhere. The spreadsheet work contained no people whatsoever, and the evening with the strangers contained no planning, no documents and no organising of any kind, because he simply cooked and talked and listened while people opened up. Both of those were genuine peak moments, which meant one of them had to be the instrument and the other was most likely the room he enjoys playing it in.

Working out which was which became the main job of the whole process.

How Do You Choose Between Two Things You Love?

You look for the one you could not live without, rather than the one you happen to be better at. Tom described the difference himself before we could name it, and his phrasing did most of the work for us. The spreadsheet is something he experiences in his head, mentally stimulating and satisfying in the way that any mess turning into order is satisfying. The evening with the strangers is something he experiences somewhere else entirely, and as he put it, when he is doing admin it does not really feel like his heart is doing the work.

Then came the question that settled the fork properly. We asked him to imagine a full week of making order out of chaos, working through documents and systems and plans, without seeing a single person for the whole week. His answer was a single word with the letters stretched out for emphasis, and the word was empty. He could not imagine getting through a week without seeing anyone at all.

We then asked him to imagine the reverse, which was a whole week spent with people, hosting and gathering and being alongside them, without making a single plan or writing a single document. He said that week would leave him full, and he added that it sounded considerably better than the first one.

It is worth being clear about what that does not mean, because the order side of Tom is entirely real. He genuinely loves a tidy system and he is good at building them, and none of that was invented for the sessions. What the test showed us is where the order actually sits in the hierarchy, because it functions as a condition rather than as the instrument itself. Structure is what stops him rushing and arriving unprepared, and being unhurried and prepared is precisely what allows him to be fully present with whoever is in front of him. The spreadsheet has always been serving the room, and the room was never serving the spreadsheet.

Why Did His Statement Keep Getting Shorter?

Every round of testing removed something that turned out to be circumstantial rather than essential. This is unusual, because most people’s statements grow as conditions get discovered and added, whereas Tom’s kept losing weight from one draft to the next.

He started with bringing people together through deep connection, and then he cut the idea of bringing people together entirely. He realised he does not need to be the person who gathered everyone in the first place, and when we asked him to imagine himself cooking in the kitchen while a friend proposed in the next room, he said he would still get the feeling. The connection does not have to be something he engineered.

He then cut the phrase about people he knows, having decided it was important to him without ever being crucial. He also cut the language about being in the middle of something shared, because it did not feel completely like him, and because what mattered was the connection itself rather than the part he played in creating it.

What survived every single round was one word, and when we asked which word in his statement was doing the most work, he answered immediately that it was connection.

The working statement he arrived at by the end of the fourth session reads like this:

I am most alive in deep connection, fully present in shared moments that bring us closer.

Its shortest form, the version that survived every attempt to cut it further, is simply that he is most alive in deep connection.

Is That the Finished Answer?

It is not finished yet, and Tom is the person telling us so. Partway through the refining he read a version of it aloud and then stopped, saying that he wondered whether there was just something missing, although he could not quite figure out what it was.

That instinct is still live and we have deliberately left it alone. He suspects there may be something about being alongside people in the struggle, since several of his strongest moments involved supporting somebody through a genuinely hard stretch rather than simply enjoying their company. He also wondered whether making a difference belonged in the sentence, and then talked himself out of it in his own morning log, on the reasonable grounds that hanging out and playing games with friends is good for him too.

We could have talked him into a tidier sentence at that point, and it would have been the wrong thing to do. The standard this process holds to is not intellectual agreement but a physical response, which is the lift in the voice or the tingle of recognition that Steve describes from his own discovery. Tom has not had that moment yet. Some people get it inside a single session, while Steve himself took two years, and when his answer finally arrived it did not announce itself either, because it accumulated across several mornings until the recognition sharpened into certainty.

What has happened for Tom over these four sessions is a long way from nothing. The fork has been resolved, which means connection is the instrument and order is a condition, and the wrong answers have been eliminated, which is most of the work in any discovery. On top of that, the evidence now converges from three independent directions.

What Did the Assessments Say?

They drew the same person twice over, without anyone asking them to. Tom’s CliftonStrengths results came back with Relator, Connectedness, Empathy, Developer and Harmony in his top five, and all five of those sit inside the same domain, which is Relationship Building. Across everybody we have worked with in this project, that is the only clean sweep of a single domain we have seen. Relator describes the pull toward close relationships rather than wide networks, Connectedness is the conviction that everything and everyone is linked together, Empathy is feeling other people’s emotions as though they were your own, Developer is being fuelled by watching somebody grow, and Harmony is the instinct to reduce friction so that people can work together properly.

Two years before any of these conversations took place, Tom had also completed a Colour Works personality profile, and that profile effectively drew the fork itself in colour. His dominant energy came out as green, described there as caring, considerate, supportive and involving, and his second was blue, described as logical, analytical, structured and disciplined. The connection came first and the order came second, sitting behind it in support.

No assessment can find somebody’s Why, because these tools describe gifts and talents rather than the thing underneath them that generates energy, which is exactly why we treat them as corroboration rather than as shortcuts. When the sessions, a strengths assessment and a personality profile completed two years earlier all point toward the same answer, the outstanding question stops being whether the direction is right and becomes only a matter of how to word it.

What Do the People Around Him See?

They describe the same person in far plainer language. Tom asked several people who know him well to say when they had seen him at his best, and his fiancée pointed to him in big groups, cooking for others, and helping people in his community, specifically mentioning him listening and being present with them. What she noticed in those moments was visible energy, big body language and big smiles, and she added that his dreams and ideas tend to come out precisely when he is in that state. A former housemate went further and said that he is the kind of person who finds joy in everything, in conversations and songs and community, and that people are always genuinely laughing around him.

Not one of the people he asked mentioned the spreadsheets, the documents or the systems.

What Has Actually Changed?

He can read his own days now, which is more useful than it sounds. Tom can tell in advance which days will leave him drained, because they are the productive ones with no real connection anywhere inside them. He understands why preparing something carefully and then missing the event itself has always felt hollow to him, and why he would hate the idea of planning a wedding he could not then attend. The statement is also beginning to shape the longer view of his life, because he has talked about a future built largely out of deep one to one presence, with counselling named as the direction he finds himself drawn toward, and about work where he does not simply hand people onward but stays alongside them long enough to see how they get on.

None of that requires the sentence to be perfect, because it only requires the direction to be right, and the direction is now supported by four sessions, two independent assessments and the testimony of the people closest to him.

It is now on him to go away and read it to himself each day to see if it feels more right, or adjust it with some tests to see how it works. This could be in the next month or two. It could take a while for him to figure out.


Tom’s story is still in progress, which makes it a fairer picture of this work than a tidy ending would be. Some people land their Why inside a single session, while others carry a working version around for months, reading it each morning and paying attention to what it does to them. Why Am I? contains the whole process from beginning to end, along with ten other journeys that each finished somewhere completely different, and every exercise Tom used to get this far. If you have not read it yet, start there.

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