One of the questions I hear most often in coaching isn’t about careers, promotions or leadership. It’s about meaning.
It usually arrives disguised as something else.
Am I on the right path? Have I made the wrong choices? Is this really how I want to spend the next ten years? What if I’ve missed my chance?
Whether people are questioning their work, their relationships or simply the pace of life, many are wrestling with the same underlying question:
What makes a life meaningful?
The more I have these conversations, the more I realise I’ve been asking myself exactly the same questions. I’ve often wondered whether the people I think are the happiest – or perhaps the most successful – have simply made better decisions over the course of their lives than I have.
The right career. The right relationship. The right opportunities. The right timing. I imagined their lives as a neat sequence of good choices that somehow added up to fulfilment.
Mine has never looked like that.
I’ve changed careers more than once. I’ve moved countries and cities. I’ve said yes to opportunities that made no sense on paper and no to others that probably looked more impressive. I’ve worked in organisations, consulting firms, universities and my own business. I’ve experienced seasons of abundance and seasons where I’ve genuinely wondered what would come next.
Looking back, I can see plenty of decisions I might have made differently. But I’m beginning to wonder whether I’ve been asking the wrong question.
Maybe a meaningful life isn’t built by making perfect choices.
Maybe it’s built by making meaning from the choices we make.
That feels like an important distinction.
So many of us – me included – spend enormous amounts of energy looking backwards.
If only I’d taken that job. If only I’d stayed. If only I’d left sooner. If only I’d been braver.
As though there was one perfect path that would have guaranteed happiness if only we’d found it.
Life doesn’t seem to work that way.
Even the “right” choices bring unexpected challenges. Even the choices we regret often become the experiences that shape us most deeply.
I’ve noticed this repeatedly in my work as a coach. People rarely come wanting help to make the perfect decision. They come because they’re trying to make sense of where they are. They’re wondering whether they’ve missed their chance, whether it’s too late to change, or whether they’ve somehow taken a wrong turn.
Sometimes the conversation changes when we stop asking, Did I make the right decision? and begin asking, Given where I am now, how do I create a life that feels meaningful?
That question gives us agency. It shifts our attention from editing the past to shaping the future.
I’ve also realised that when I look back on the moments that matter most in my own life, very few are linked to achievements.
They’re linked to people.
Conversations I still remember years later. Communities that welcomed me. Teachers, mentors and friends who changed the direction of my thinking. The privilege of helping someone discover confidence they didn’t know they possessed. A shared meal. A long walk. A room full of people learning together.
The moments that stay with us are rarely perfect. They’re simply, deeply human.
Perhaps that’s why I’m becoming less interested in chasing certainty. Less interested in getting everything right and more interested in living in a way that aligns with my values. Less interested in finding the perfect path and more interested in paying attention to what brings connection and makes life more beautiful.
I’m not sure life asks us to build a perfect story. I think it asks us to keep writing it – one clumsy, imperfect choice at a time. I’ve come to a place where I don’t believe a meaningful life is built on perfect choices. I think it’s built on courage, relationships, curiosity and the willingness to keep finding meaning in the life that’s unfolding right in front of us.
I’d love to know what you think.
Looking back on your own life, was it one perfect decision that shaped who you’ve become, or was it what you chose to do with the decisions you made?