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Diary of a Leader: The Quiet Moment Before Leaders Ask for Help — and Leadership Readiness Begins
- Lindsay Sheldrake
- Jan 16
- 3 min read
Welcome to Diary of a Leader: Real Stories, Leadership Lessons, and Personal Growth
Ah, leaders.
They are decisive, capable, and deeply invested.
They’re used to moving forward, solving problems, and carrying responsibility without much hesitation.
And yet, there’s a moment I’ve come to recognize — one that doesn’t arrive with urgency or drama.
It arrives quietly.
Welcome back to Diary of a Leader, where we explore the moments beneath leadership, growth, and the systems meant to support both.
This week is about that quiet moment — the one that shows up just before leaders ask for help.
When the Questions Start to Change
I’ve noticed it often begins mid-conversation.
A leader will walk me through their business.
What’s working.
What’s grown.
What’s coming next.
Nothing sounds broken.
Then, almost casually, they’ll pause and say something like:
“I’m not sure if this is normal.”
Or,
“I don’t know if this is something we should be worried about.”
Or,
“I just want to make sure we’re not missing something.”
They aren’t asking for answers yet.
They aren’t looking to fix anything.
They’re noticing.
And that pause matters.
When Leadership Readiness Starts with Awareness
This isn’t the moment of crisis.
Projects are still moving.
Teams are still engaged.
Clients are still being served.
But leadership feels different.
Heavier.
More mentally crowded.
Less intuitive than it used to be.
What’s happening isn’t failure.
It’s leadership readiness beginning to surface.
Leaders are starting to sense that growth has added complexity — and that effort alone may no longer be the right tool.
They haven’t asked for help yet.
But they’re circling the idea.
And that, in itself, is meaningful.
Why This Moment Is Easy to Miss
Strong leaders don’t always recognize this phase as a turning point.
They assume it’s temporary.
They push a little harder.
They stay closer to the work.
After all, things are still functioning.
But underneath, leadership attention is being used as a system.
Context lives in one place.
Decisions travel informally.
Momentum depends on availability.
It works — until it doesn’t.
The leaders who catch this early don’t do so because they’re struggling.
They do so because they’re paying attention.
Curiosity Is the First Signal of Readiness
The leaders who eventually build more sustainable ways of operating don’t start with solutions.
They start with better questions.
Is this sustainable?
What happens if we grow faster than expected?
Why does leadership feel heavier than it used to?
This kind of curiosity isn’t hesitation.
It’s discernment.
It’s the quiet recognition that leadership isn’t just about carrying more — it’s about designing support for what already exists.
And that realization rarely arrives loudly.
I explored this pattern more deeply in a recent Diary of a Leader reflection on what leaders often mean when they say “we’re just busy.”
Reflection Prompts for Leaders and Operations Managers
What questions have you started asking that you didn’t ask a year ago?
Where does leadership feel more mentally demanding than it used to?
What feels slightly unclear — even though things are working?
What would it mean to pause and look at that without urgency?
Wrapping Up: The Pause Is Part of the Path
Before leaders ask for help, there’s often a pause.
A moment of noticing.
A moment of curiosity.
A moment of honesty with themselves.
That moment isn’t weakness.
It’s leadership readiness.
And for many leaders, it’s the first sign that they’re ready to lead differently — not by doing more, but by creating conditions that can carry the weight alongside them.
Want to explore what this moment is pointing to?
A Readiness Conversation offers calm, grounded space to look at how your business is operating today — and what it’s ready to support next.
Learn more about how we support leaders at SOLVED Collective.
Stay tuned for the next installment of Diary of a Leader, where we’ll explore what happens when leaders begin to see the layers their businesses are actually operating within.
