Grounded While the Ground Shifts

There’s a moment in the Director-level transition that no one really names.

You’re no longer just leading a team.
You’re leading leaders.
You’re shaping direction.
You’re absorbing complexity from above and below.

And somewhere in the middle of it all, you may find yourself wondering:

“What did I actually sign up for?”

Many directors are promoted through expertise.

Very few are prepared for the identity shift that follows.
This level demands more than new skills.
It asks for a steadier center.

Because while you’re trying to lead well, everything is shifting:

Strategy evolves.
Stakeholders multiply.
Authority blurs.

Change accelerates faster than sense-making.

And the ground doesn’t stop moving.

A Monday Evening Worth Showing Up For

This isn’t a webinar.

It’s a PopUpThinkTank — a live, candid, peer-to-peer experience with other Director-level leaders (Sr. Managers, Sr. Directors, VPs) from organizations of 2,000+ employees who are navigating similar complexity.

It’s Monday on purpose.

Grab dinner. Change your shoes.
Step out of execution mode and into reflection and connection.

Then walk back into your week with four days left to test, experiment, adjust, and move.

A strategic pause before momentum.

What We’ll Explore

We’ll begin with context set up and a challenge framing — observations form those actively navigating growth, ambiguity, talent, and organizational development at scale.

From there, we’ll move into collective inquiry around one central question:

→ How might we stay grounded when the ground keeps shifting?

Together, we’ll explore the invisible dynamics of this level:

• Identity: Who am I now that I lead leaders?

• Control: What must I loosen — and what must I hold?

• Complexity: How do I operate when clarity lags behind change?

• Emergence: How do I build resilience as the system evolves?

Not just to survive this level — but to become antifragile within it.

This Conversation Includes:

Burnout beyond surface-level solutions (Not spa days. The work-behind-the-work.) Permission to pause — and the power of strategic inaction. Nervous system awareness in high-stakes environments. Playing the long game when pressure demands short-term wins. Leading without gripping. Staying aligned with what matters most.

Through structured reflection and fast, high-trust peer dialogue, you’ll gain:

• Language for what you’re experiencing

• Resonance with others walking a similar path

• Clarity on experiments to try immediately

Renewed energy for the leadership becoming underway

Why Now?

Because work is changing faster than our ability to make sense of it. And Director-level leaders sit at the inflection point —

between strategy and execution,
between vision and friction,
between stability and transformation.

You don’t need more content.
A dose of perspective in the context of community + connection.

A grounded center.

Come curious. Come candid. Come ready to conspire with other thoughtful leaders about what this role is really asking of you.

Four days remain in your week.

Let’s use them well.