The Second Chance We Can Only Imagine: Pondering Life’s “What Ifs”

We’ve all been there. Stuck in traffic, staring at the ceiling at 3 AM, or simply drifting through a quiet moment, when that question pops into your head, unbidden and often unsettling: if you could live your life over again, what would you do differently?

It’s a question steeped in regret, yes, but also ripe with the wisdom that only hindsight can provide. It’s a journey into the land of “what ifs,” a mental exercise that can be both painful and profoundly illuminating. While we can’t actually rewind the clock, engaging with this thought – honestly and deeply – can be incredibly valuable, not for rewriting the past, but for shaping a more intentional future.

So, what would you do differently? Take a moment. Let the question settle in. Don’t flinch away from the potentially uncomfortable truths it might unearth. Perhaps your mind wanders to a missed opportunity in your career, a relationship that drifted apart, a dream left unpursued, or a harsh word spoken in anger.

For many, the initial answers often revolve around the big, impactful moments. “I would have taken that job offer in that amazing city.” “I would have told her I loved her sooner.” “I would have invested in that company.” These are the pivotal crossroads, the moments that feel like they fundamentally altered the course of our lives.

But as you delve deeper, you might find the answers become more nuanced, more personal, and perhaps, even more profound. Maybe you wouldn’t necessarily change the grand trajectory of your life, but rather the texture of it.

Would you have worried less? So much of our energy is spent fretting over things that never come to pass, or agonising over mistakes that, in the grand scheme, are quite small. A second life might be spent embracing a lighter touch, trusting the process, and understanding that setbacks are inevitable, and ultimately, formative.

Would you have been bolder? Fear holds us back from so many experiences, from speaking our truth, from taking risks, from pursuing passions that flicker within us. Living life over, armed with the knowledge of outcomes, could embolden us to leap into the unknown, knowing that even failure is just another lesson learned.

Would you have cherished the small moments more? Life often rushes by in a blur of to-dos and deadlines. In retrospect, we often realise that the true beauty was not in the grand achievements, but in the quiet moments of connection: a shared laugh with a friend, a sunset witnessed in silence, the simple pleasure of a good book and a cup of tea. A do-over might be spent savoring these everyday joys with greater awareness and gratitude.

Would you have been kinder? Regrets often surface when we consider how we treated others. Moments of impatience, judgement, or withholding forgiveness can linger long after the event. A second chance could be an opportunity to cultivate more empathy, practice more patience, and extend more grace, both to others and to ourselves.

The Power of Reflection, Here and Now

The beauty of this thought experiment isn’t in wallowing in regret, but in gleaning wisdom for the present. We may not have a time machine, but we do have today. And tomorrow. And all the days that follow.

By honestly confronting the “what ifs,” we gain clarity on our values, our priorities, and the kind of life we truly desire. It can serve as a powerful course correction, nudging us to:

Take action on those lingering dreams: That hobby you’ve always wanted to pursue? That book you’ve been meaning to write? The trip you’ve been postponing? Don’t let another lifetime pass you by.

Nurture meaningful relationships: Actively invest in the connections that enrich your life.

Embrace imperfection and self-compassion: Forgive yourself for past mistakes. Recognise that everyone stumbles and makes choices they later regret. Learning and growth are born from these imperfections.

Live more intentionally, today: Apply the lessons learned from your imagined “second life” to your actual, precious present.

The question “What would you do differently?” isn’t about rewriting history. It’s about writing a more meaningful, purposeful, and fulfilling future. It’s a call to conscious living, a reminder that while we can’t change the past, we have the power to shape the present and, in doing so, create a future we won’t look back on with regret, but with a sense of having lived a life true to ourselves.

So, take a moment again. Ask yourself the question. And then, more importantly, ask yourself: what can I do today to live a life I wouldn’t need to rewrite? The answer might surprise you, and it might just change everything.

Kerin Webb has a deep commitment to personal and spiritual development. Here he shares his insights at the Worldwide Temple of Aurora.