When you’re not sure if it’s time to move on


26 May 2025

From the Coach's Desk

Over the past few weeks, I’ve had conversations with several senior executives about career shifts. The question they were asking:

“Is it time for me to move on?”

Not because something was terribly wrong. But because something didn’t feel quite right anymore.

What was different here was that for the first time in their career, they were not really sure what they would move on to.

If you find yourself in a similar situation, today's newsletter is for you.

The next chapter becomes yours when you pick up the pen.

Wissam

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Finding clarity on your next big move

Almost all leaders reach a point in their career where the spark dies. They're no longer motivated to keep going, and they start wondering whether it's time to move on to the next big challenge.

Some felt drained or burned out, others felt like it wasn't exciting anymore. A few felt guilty for even asking the question, their fiends reminding them that roles still looked impressive from the outside.

Many carried a deep sense of responsibility toward their teams or their organizations. The idea of leaving felt like abandoning others.

It left them wondering: Am I just not seeing my role clearly? Is something off in me and not the job?

If you’re in a similar place, caught between the comfort of what is and the unknown of what’s next, here are three things worth exploring.


1. Get to know the different parts of you

When executives start to feel disillusioned with their roles, the most common frustration is not knowing why.

“I should be happy, why am I not?”

“Is this just a rough period, or a sign it’s time to go?”

One way to untangle this is through Parts Work, drawn from Internal Family Systems (IFS). The idea is simple: we are not one unified voice inside. We’re a collection of different parts, each with its own perspective, needs, and fears.

You might notice:

  • One part that’s ambitious and hungry for the next challenge.
  • Another that feels loyal, wanting to stay and not let anyone down.
  • A skeptical part that’s afraid you’re making a mistake.
  • A tired part that just wants to rest and check out for a while.

These parts don’t have to agree. And that’s okay.

The point here isn’t to force consensus, but to listen deeply.

To say to yourself: “All of these perspectives are valid. Let me hear each one out.”

Try journaling from each part’s point of view. Or asking, “What is this part trying to protect me from?” You’ll often find that even the most difficult feelings, such as restlessness, guilt, indecision, come from parts that are trying to help in their own way.

Clarity begins not with certainty, but with compassion for the complexity inside you.


2. Notice where you’re looking for direction: from the outside, or from within?

One of the deeper drivers of confusion during career crossroads is a shift in locus of control.

Earlier in your career, direction often came from the outside:

What’s the next title? What’s the right move for someone at my level? What will look good on paper?

The path was more linear, and the validation more visible.

But as you grow, those external cues start to lose their power. And when they do, it can feel like the map has disappeared.


Many executives describe this moment as unsettling:

“I don’t know what I want anymore.”

“There are so many different opinions about what the right move is, but none of them feel certain.”


Here’s what’s often happening beneath the surface:

Your inner compass is starting to wake up. But it speaks more quietly than the old signals did.

To hear it, you need to deliberately shift your attention inward.

Try this:

  • What parts of my current role still feel deeply energizing and could be amplified?
  • Where do I feel a quiet pull to do more and how could I begin to test that in small, adjacent ways?
  • What skills, relationships, or experiences do I want to carry forward regardless of where I go next?

This isn’t about abandoning ambition. It’s about recalibrating what your ambition looks like now, rather than following scripts written for someone else.

Many leaders reach this point and interpret the discomfort as a problem to fix. But often, it’s a sign of growth.

You’re no longer being driven, you’re being invited to steer.


3. Create small experiments. Don’t wait for perfect clarity.

You don’t have to quit your job to explore what’s next. In fact, one of the best ways to gain clarity is through low-stakes experiments.

When you’re stuck in ambiguity, action isn’t the opposite of reflection. It’s the continuation of it. You’re not trying to “figure it all out.” You’re trying to learn something new about yourself.

Try this:

  • Volunteering for a cross-functional project that puts you in a new role or with a different kind of team.
  • Signing up for a short course or workshop in a field you’re curious about.
  • Taking a few hours a week to mentor someone, start a small side initiative, or reconnect with people outside your current circle.

Think of these as prototypes. Not commitments, not career moves, but data points.

Clarity doesn’t always arrive in a breakthrough. More often, it’s built quietly through a series of small steps.


If this is where you are, uncertain, tired, questioning, you’re not alone.

And what you're feeling is not unusual. You may just be in the middle of a shift.

From outer ambition to inner alignment. From proving to becoming.

Take your time. But don’t stay frozen.

Start listening. Start experimenting.

Clarity will find you not when you decide, but when you begin.

DIFC, Gate Village, Dubai, Dubai 00000
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