The Activated Leader™ | Issue #45

In this issue:

I worked out on a Tuesday morning. Then felt guilty about it.

It was a Tuesday morning.

I pulled into the gym parking lot and there were spaces everywhere. I walked in, did my workout, and left.

No mental math about making my first meeting. No laptop bag doubling as a guilt reminder. No negotiating with myself about whether I'd earned the hour.

Just a workout. On a Tuesday. Like a normal human being.

And standing in that parking lot afterward, I had this strange, quiet thought:

This is it. This is actually the life.

Not a milestone. Not something I'd post about. Just ease. Unremarkable, ordinary ease on a Tuesday morning.

And my first instinct wasn't gratitude.

It was suspicion.

I've thought about that morning almost every day since. Not because it was remarkable, but because it wasn't. That's the whole point.

That's the Achievement Paradox.

And if you're a high performer, I think you know exactly what I mean.

The drive that builds extraordinary careers creates an almost biological resistance to open space. When momentum has been your identity for twenty years, a life with room in it doesn't feel like arrival.

It feels like something must be wrong.

I've watched this in nearly every leader I've coached. They clear the calendar and immediately fill it back up. They exit a role and start planning the next one before the ink is dry. They create space and then feel guilty about it. So they pour it back into someone else's priorities and call it generosity.

A VP I worked with put it this way:

"I don't actually know what I want. I only know how to want things that are measurable."

That line stopped me cold. Because it's not just her. It's most of the high performers I know.

Here's what's actually underneath it:

Somewhere early, you learned that you were not worth creating space for.

Other people were. Your job was to be useful to them.

For me, this started long before corporate. I grew up in a big family with few resources. When there isn't enough to go around, you figure out quickly that the direct path to what you want is rarely available.

So you find the indirect path. You align. You make yourself essential. You become so useful to the people who have what you need that proximity starts to feel like having it.

It works. So you keep doing it.

And then one day you are a grown woman with a career, a business, a methodology, and you are still doing it. Still earning your place in every room. Still finding the indirect path. Still telling yourself that your needs come after.

Still believing, underneath everything, that other people are worth creating space for.

And you are not.

This is what I'm calling The Other Side.

Not a graceful step back. Not a new title or a pivot or a rebrand.

The space between who you built yourself to be and who you actually want to become.

That space is not a problem to solve. It is not a gap to fill. It is not a sign that something went wrong.

It is the most important work you will ever do.

And it is available to you right now, whether you are mid-climb, between roles, stepping out of something, or just standing in a gym parking lot on a Tuesday morning wondering why easy feels so unfamiliar.

The other side has no age requirement. No career stage requirement. No permission slip.

It just requires you to stop outrunning the quiet long enough to hear what's underneath it.

I've been doing that work. In real time. Out loud. And I'm going to keep doing it here so you can see what it actually looks like when a high performer stops performing and starts actually living.

Before you keep scrolling, try this:

Write down the last three times you felt genuine ease. Not earned rest. Not a reward for finishing something. Just ease.

Then ask yourself:

What did I tell myself about each one?

That pattern is your Saboteur talking. And once you name it, it loses most of its power over you.

If this is landing for you:

There's a voice underneath the achievement that's been running the show. Until you name it, it keeps winning.

Reply with the word ASSESS, and I'll send you the Saboteur Assessment personally. I'll be able to see your results, so when we talk, we're already ahead.

Ways I Can Support You or Your Team

  1. Executive Coaching: 90-day and intensive programs for leaders in transition or ready for the next level.
    ➜ Explore coaching

  2. Keynote Speaking: Bring the activated leadership framework to your team or conference.
    ➜ Book Lilah

  3. Saboteur Assessment: Find out which voice in your head is running the show, and how to quiet it.
    Reply ASSESS, and I will send you the assessment

With clarity,

Keep Reading