Choosing your future self
On personal transformation
I am not the same person I was at twenty. Or thirty. Thank God. It often feels like I’ve lived several lives inside this one, each with its own desires, griefs, and revelations. If you’ve lived long enough, you probably know what I mean.
The self isn’t fixed. Our preferences evolve, our values recalibrate, our worlds take on new meaning. What once felt essential can fade into irrelevance, reshaped by time, love, and loss.
Some experiences accelerate that process: falling in love, becoming a parent, or moving abroad. Each shifts your orientation toward the future.
Philosopher L. A. Paul calls these transformative experiences. They change you in two ways:
Epistemically: you can’t know what they’ll be like until you live them.
Personally: they alter your values, goals, and your sense of self.
Some of these experiences arrive uninvited: a diagnosis, an accident, a loss. Others invite us to choose: starting a business, committing to a relationship, pursuing a creative life. And they all share one defining feature: you cannot predict who you will become on the other side.
This raises an interesting question: when faced with such choices, who should decide—the person you are now or the one you will become?
The limits of logic
We’re taught that good decisions follow from research and analysis, that more information sharpens judgment. But with transformative experiences, you’re being asked to evaluate a future you haven’t lived through the lens of a self that doesn’t exist yet.
“What an experience is like determines the value associated with it,” Paul writes, “and without knowing what it’s like, we can’t reliably project its value.”
This keeps many stuck when faced with decisions defying logic. We wait to feel “ready”. We resist intuition in favour of the “right” decision. But in the case of transformative experiences, current information is always a lack of information.
Think of choosing between a leadership promotion and independent consulting, starting a family or a life of adventure, committing to a relationship or a spacious single life. Each has its own unknowable potential.
Logic helps us compare, but it’s not complete. A pro–con list only helps when the future resembles the present. And some futures never do.
When facing a potentially transformative experience, we’re better off not looking to common decision-making models and instead asking, “Do I want to meet the version of me on the other side of this?”
Let that answer guide you. The decision, then, becomes less about prediction and more about discovery.
Regret isn’t reassurance
Regret tempts us to treat the past as proof. If we regret a choice, we assume it must have been wrong. If we don’t, we decide we must have chosen well. But regret isn’t a reliable measure.
You might choose ambition over love and feel content. But what if both could have grown together? You might stay independent, travel, and feel free, yet the version of you who became a parent might discover a sense of purpose they’d never trade for freedom.
We can feel we made a good choice, but to claim a “right” one? Hard to say. The unlived life will always be a mystery.
No path offers certainty. Therefore, the task is not to pick the perfect one, but to choose with honesty and walk with courage.
And though transformative choices shape us suddenly, everyday ones do the same, but more subtly. The same principles apply at smaller scales.
Our everyday evolutions
It’s not just the dramatic inflection points that shape us. Small decisions, repeated, write different selves into being. The version of you who trained four times a week for a year doesn’t just look different; they think and choose differently.
When faced with daily decisions, we assume our current self decides. We ask, Do I want to go to the gym? And predictably, we reach for excuses. Our current selves are tired, distracted, and crave comfort, burdened by biology and psychology, weighted by the reality of now.
But what if you flipped the frame?
Instead of asking, “Do I want to…?” ask, “Which future self gets to decide?”
The perspective of your future self clarifies things. It’s more objective. The excuses are still there, but they feel less justified.
It’s less about me. It’s more about her.
The ethics of becoming
We tend to imagine our future self as simply “us, but older.” Philosopher Derek Parfit questioned that assumption. He argued that future selves are distinct people, psychologically continuous but not identical. Connected by memory, but separated by change.
Parfit’s idea brings moral weight to transformation. If your future self is partly someone else, then caring for them becomes an ethical act, not just a practical one.
Are you being generous to your future self? Or are you leaving them to deal with the consequences of your convenience?
It’s easy to discount your future self’s well-being because, on some level, they don’t feel quite real. Behavioural economists call this hyperbolic discounting. But they are real. One day, they’ll be the only version of you existing.
Skipping the gym, neglecting relationships, or blowing your savings isn’t just self-sabotage. It’s betraying the future version of you—the you who doesn’t get the health, connection, or freedom you could’ve given them.
Reading over scrolling, walking instead of snoozing, acting instead of procrastinating: more than acts of discipline, these are acts of generosity toward a future self relying on your loyalty.
The tension between you now and next
Every decision balances two claims on your allegiance: who you are and who you’re becoming. Small decisions ask for everyday fidelity. Loyalty over convenience.
Transformative choices demand leaps of faith. A belief that who you’ll become deserves the risk.
When you’re torn between what you want now and who you wish to be later, ask once, clearly: Who deserves the power of this choice, the self seeking comfort today or the one living the consequences later?
It may not feel logical. But it will often be true.

How can one article capture and elucidate the reasoning behind an entire life of adventure, change, rejuvenation and, yes, some retreats? Like climbing a talus slope— three steps forward, two slips back, but always with a view to the future.
So here I sit, enlightened, with more clarity on the “Why” of the journey I’ve taken over 80 wondrous years. I can and still do revel in the memories of those individual “transformations” that shape what I am today. Some were the result of rejections of the “traps” I found myself in, frequently far from home and without a supporting network. But they were also a recognition of the law of diminishing returns. Yes, I could work another “fix”, but the rewards diminished with increasing effort rather than the reverse. Hence the shift to “what if” thinking, imagining, or more precisely “imagineering” a radically different future, where it was not just dreaming of where I wished to be, but rather encompassing both that vision AND what it would take to get there.
I acknowledge that both “continuous, incremental improvement and Transformational change spawned the person I am today. But it was the willingness to embark on an uncertain path towards an as yet imprecise outcome that truly opened me to the unfathomable possibilities of life.
Until now I didn’t have a philosophical framework to hang my sometime chaotic journey on. Now, even if in retrospect, I do. Thank you. For taking me up in the helicopter, looking down on myriad individual details, and resolving into two simple items— never ending incremental change interspersed with true transformational change.
And it doesn’t end here. The mindset is no longer “what’s still possible” as Father Time takes its inevitable toll. It is rather “what IS possible”. Not always for the faint-hearted, but a god-send for those willing to open the door
Love love love this Alex. Your articulation of the inner wrestle in the journey of becoming is beautifully written.
I’ve shed so much of past myself this last year and I love your question “do I want to meet the version of me on the other side of this?” - wholeheartedly yes 🙏🏻