Saturday, February 21, 2026

Rewrite the Script After 50: Change, Transition, and the Messy Middle

We are good at talking about change. We are far less comfortable talking about transition.

Change is what happens on the outside. Retirement dates arrive. Jobs end. Routines shift. Calendars suddenly open up. Change is visible and often measurable. Transition, on the other hand, happens on the inside. It’s the emotional and psychological process of adjusting to those changes—and it doesn’t follow a schedule.

This is where many people get stuck, especially after 50.

In my first year of retirement, I was still trying to figure out what to do with all the time that had suddenly appeared in my life. For decades, my days had been structured by work, deadlines, and responsibility. When that structure disappeared, I felt unmoored, even though retirement was something I had looked forward to.

Around that time, I was asked to join the board of a local charity. Without overthinking it, I said yes. Part of me wanted to feel useful again. Another part wanted somewhere to go, something to belong to, while I figured out who I was becoming.

As I learned more about what the charity did and the impact it had on the people it served, something unexpected happened. I began to feel a connection to my community that I had never experienced before.

I had lived in that community for fifteen years, but I worked elsewhere. Like many people, I was a commuter. I left early, returned late, and spent most of my waking hours outside the place I called home. My relationship to the community was practical, not personal. I knew the roads, the shops, the routines, but not the deeper rhythms of the people who lived there.

In retirement, that changed.

As I coped with the external change of no longer working, I was also going through an internal transition. Slowly, almost without noticing, I stopped feeling like a stranger in a strange land. I began to feel rooted. I wasn’t just passing through anymore. I was participating. I was transitioning from commuter to citizen.

That experience helped me understand something important: change and transition are not the same thing, and confusing them can lead to frustration and self-doubt.

Most transitions move through three phases.

The first is endings. Even when change is positive, endings involve loss. You lose routines, status, daily interactions, and familiar ways of being seen. Endings ask us to let go, and that often brings grief, irritation, or numbness. Many people try to rush past this phase, telling themselves they should be grateful or relieved. But unacknowledged endings have a way of lingering.

The second phase is the messy middle. This is the part no one prepares us for. The old life no longer fits, but the new one hasn’t fully formed. You may feel restless, uncertain, or oddly invisible. Productivity drops. Confidence wavers. You might wonder if you’ve made a mistake or if something is wrong with you.

Nothing is wrong. You are in transition.

The messy middle is uncomfortable, but it’s also fertile ground. It’s where new identities begin to take shape, often quietly and imperfectly. It’s where you experiment, say yes to things that aren’t permanent, and learn what resonates now, not ten years ago.

The final phase is new beginnings. These don’t arrive with fanfare. They emerge gradually, as clarity replaces confusion and energy returns in different forms. New beginnings feel less like reinvention and more like recognition. You start to see where you fit again, even if the fit looks different than before.

As you move toward or into retirement, life will continue to bring change. You can accept it, resign yourself to it, or embrace it. Embracing doesn’t mean loving every moment. It means staying present, curious, and open while the transition unfolds.

In the next post, I’ll explore the power of purpose and voice, how being heard, being visible, and permitting yourself to want more can steady you during the messy middle and help shape what comes next.

If you’re feeling unsettled right now, take heart. You may not be lost. You may simply be between who you were and who you are becoming.

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