4 min read

It's Always Someone's First Day & Someone's Last Day

It's Always Someone's First Day & Someone's Last Day

The profound leadership lesson hiding in a poolside conversation

The Pool Revelation

Sometimes the most profound insights emerge from the simplest observations. Whilst chatting with my daughter in a hotel pool, watching families arrive with excited anticipation whilst others wheeled suitcases towards departures, we joked about the constant rhythm: "It's always someone's first day here and someone's last day."

What started as a lighthearted comment rippled into something deeper. This simple truth extends far beyond holiday observations - it captures a fundamental principle about life, leadership and the opportunities that surround us every moment.

The Spectrum of Beginnings and Endings

At the extremes, this observation touches the profound: somewhere, someone is taking their first breath whilst another draws their last. But the real power lies in recognising this pattern across every aspect of our human experience:

In Organisations:

  • Someone's first day at work, first promotion, first leadership role.
  • Someone's retirement, career change or final project.

In Projects:

  • Someone's first time leading a team, managing a budget, navigating a crisis.
  • Someone's last project before moving on, final contribution to a legacy.

In Personal Growth:

  • Someone deciding today is the first day they'll commit to health, continuous learning or better relationships.
  • Someone recognising they may be approaching their last opportunity to make a change.

The Leadership Opportunity in Every "First"

As leaders, recognising this constant flow of firsts and lasts transforms how we approach our teams and ourselves. Every interaction could be:

  • Someone's first impression of leadership.
  • Someone's first experience of psychological safety.
  • Someone's first time feeling truly valued.
  • Someone's first glimpse of what excellence looks like.

The Project Pirate philosophy embraces this reality. We don't wait for perfect conditions or ideal timing. We recognise that right now, in this moment, someone on our Crew is experiencing something for the first time - and that makes us responsible for making it count.

Creating Your Own "Firsts"

The most powerful insight from this poolside revelation? We don't have to wait for external circumstances to gift us with new beginnings. We can declare them ourselves:

  • Today could be the first day you lead with complete authenticity.
  • This project could be the first where you refuse to accept mediocrity.
  • This conversation could be the first where you have the confidence to express your true feelings or insights even when it may not be the consensus.
  • This setback could be the first you truly understand the value of transforming and reframing it into an opportunity.

The choice to create a "first" moment is always available to us.

The Urgency of "Lasts"

But recognising the presence of potential "lasts" should drive us forward with urgency:

  • This might be the last time this team is together.
  • This could be the last chance to turn this project around.
  • This might be the last opportunity to repair a relationship and the legacy and memory of history together.
  • This could be the last moment to speak up about what matters before a fundamental issue or costly decision is incorrectly supported.

The key is channeling this awareness not into panic, but into purposeful action.

Rage, Rage Into the Light

Dylan Thomas wrote "Do not go gentle into that good night... Rage, rage against the dying of the light." But what if we flipped this sentiment? Instead of raging against endings, what if we 'raged into' the light of new beginnings?

What if we approached every potential "last" with the fierce determination to create another "first"?

  • When a project hits its final deadline, rage into creating the first celebration of what was achieved.
  • When a team member leaves, rage into making their farewell the first step towards their continued success.
  • When a setback threatens to end our momentum, rage into making it the first lesson that propels the Crew forward.

The Captain's Responsibility

As leaders - as Captains of our various ships - we carry a unique responsibility in this rhythm of firsts and lasts. We're often the constant presence as Crew members come and go, as projects begin and end, as challenges arise and are resolved.

Our role becomes creating an environment where:

  • Every "first" is supported and celebrated.
  • Every "last" is honoured and learnt from.
  • The space between firsts and lasts is filled with purpose, growth and genuine human connection.

The Continuous Cycle of Opportunity

Perhaps the most liberating realisation is that this cycle never stops. As long as we're here, as long as we're leading, as long as we're breathing - there will always be another first waiting to be claimed.

The person who feels they've missed their chance? There's another first coming. The team that thinks they've reached their peak? There's another summit to climb. The project that seems destined for failure? There's another angle, another approach, another beginning.

Practical Application: The Daily Practice

How do we translate this insight into daily leadership practice?

Morning Reflection: Start each day asking:

  • Who on my Crew might be experiencing a "first" today?
  • What "first" could I create for myself or others?
  • What potential "last" should I approach with urgency?

Team Interactions: Approach conversations with awareness:

  • This could be someone's first time sharing a difficult truth - be that safe space and encourage their bravery and openness.
  • This might be their first experience of being truly heard.
  • This could be the first time they see a leader admit uncertainty.

Project Leadership: Navigate challenges recognising:

  • Every setback contains the seeds of someone's first breakthrough.
  • Every success builds the platform for someone's first leadership opportunity.
  • Every ending creates space for someone's new beginning.

The Profound in the Simple

What started as a poolside observation about holiday arrivals and departures revealed a fundamental truth about leadership, growth and our human experience. In recognising the constant presence of firsts and lasts, we discover both the weight of responsibility and the lightness of infinite possibility.

Every day, someone in your sphere of influence is experiencing something for the first time. Every day, someone may be approaching what feels like a final opportunity. And every day, you have the power to make both of those experiences extraordinary.

The question isn't whether these moments are happening - they always are. The question is whether you're conscious enough to recognise them, courageous enough to honour them and committed enough to make them count.

So tomorrow, when you walk into your workplace, lead your team or tackle your next challenge, remember: it's always someone's first day and someone's last day. The profound question is - what are you going to do with that responsibility?

Rage, rage into the light. 🔥


Because sometimes the most transformational insights come from the simplest conversations - even those that start in a holiday pool.

🏴‍☠️ Join the Crew - where every day is both a new beginning and a chance to honour what came before. ⚓️