LAURA@BYWAYOFGREY.COM

"When Things Settle Down" Is A Recipe for Regret

"When Things Settle Down" Is A Recipe for Regret

The lists don't end. The living can't wait for them to.

There’s a sentence you’ve probably said this month. Maybe this week.

“Once things slow down I will….”

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Once the launch ships, once the quarter closes, once the kids are settled, once the inbox is handled… then the rest. Then the celebrating. Then the life you daydream about can come. You’ve been saying some version of it for years, and you’re smart enough to have noticed the stretch never actually ends. A new one is always loading before the old one closes.

I want to tell you about the moment I understood why… and what it cost me not to see it sooner.

This week I was sitting on a terrace on a random Tuesday. No meetings on the schedule. A chicken sandwich, some trees, nobody pulling at me. Things to do? Sure. There are always things to do. I hate to be the one to break it to anyone who believes the lists end… they don’t. Until you’re dead, there is a list. That’s not morbid. That’s the most freeing sentence in this letter, and I’ll come back to it.

Sitting there, disconnected from everything that pulls, an idea arrived. A good one… the kind I used to try to force in brainstorms and never could. I wanted to open my laptop and push on it right there. Which is, technically, working. But here’s what stopped me mid-reach: it didn’t feel like work. Not even a little. It felt like my life, continuing.

And then a second realization landed on top of the first one, and this one put a lump in my throat.

Five years ago I was sitting in a conference room, staring out a window, longing for exactly this. A quiet terrace. Trees. A day nobody could touch. Back then it was the daydream I’d disappear into during meetings I didn’t need to be in… detailed, recurring, and filed under “someday, maybe, probably not.”

I did that. I built this new version of my life. The space I was sitting in… the unscheduled Tuesday, the idea arriving on its own, the quiet… none of it was luck. It was five years of decisions, many of them terrifying, all of them mine.

And for the first time in my life… and I mean the first time, ever… I patted myself on the back.

I need you to understand how strange that is. I have spent my entire life performing for validation. It’s the engine I ran on for twenty years in marketing and advertising. I loved the climb, and I want to be honest I loved buying whatever I wanted, booking travel without checking prices, landing the big accounts. I fought my way up and I was good at it. Looking back, I didn’t even work as hard as the story says… I had a bone-deep need to entertain and please, so being loud and hard to ignore came naturally, and people like that tend to do well if they aren’t assholes. Mostly I wasn’t. Sometimes I was.

But every single pat on the back came from someone else’s hand. Promotions, reviews, awards, applause. I chased unicorn status so hard and so long that I lost the string on me… the magic, the tragedy, the fear. The little girl underneath it all who was terrified of being abandoned, collecting gold stars as insurance against it.

Here’s what she was actually looking for, all those years, in all those conference rooms: someone who was just fine with her exactly the way she was.

No performance required. No number to hit first. Just… fine with her.

It turns out that was never going to come from a promotion. It was my job. And on an ordinary Tuesday, on a terrace, mid-sandwich, I finally did it.

Now… why am I telling you this, beyond the fact that I promised you honesty above all?

Because the pattern that kept me from that moment for four decades is the same one running your “once I get through this stretch I’ll…” sentence. It’s the belief that rest, celebration, and living itself are rewards… things you earn at the end. And it was installed in us by systems that rely on production.

Rest-at-the-end is a fantastic operating principle if your goal is maximum output from a human. It’s a devastating one if your goal is a life.

The list never truly ends. So the reward never comes due. You can be brilliant, disciplined, and wildly successful and still lose this game… because it’s rigged. The finish line is attached to your back.

That’s why “the lists don’t end” is a freeing sentence and not a bleak one. If the list will never be done, then the list can be fired from its job as the gatekeeper of your joy. Celebration stops being a reward for an empty list and becomes a practice you keep with a full one. The living stops waiting.

Stress and pressure didn’t vanish from my life, by the way. That’s not what I built. They still show up… they just got demoted. Stress is information now, not dictation. A signal I read, not orders I follow. Five years ago every decision I made ran through what would keep the plates spinning. Now the pressure reports to me. That freedom was the only thing my soul was going to accept, and I suspect… if you’ve read this far… it’s the only thing yours will accept too.

So here’s the practice this week, and it’s small on purpose.

First: ten minutes, no phone, one question from 30,000 feet. Are you moving closer to yourself or further away by what’s on your calendar today? Not closer to the goal… closer to you. Let the answer be quiet and let it be honest.

Second: find one thing you built on purpose… a decision, a boundary, a corner of your life that exists because you chose it… and pat yourself on the back for it. Out loud. Before you look at the list. It will feel ridiculous, and then it will feel like something you’ve been waiting for someone else to do for a very long time.

If the ten minutes stirred something… if you looked from 30,000 feet and saw a life moving steadily away from its owner… that’s not a reason for shame. It’s information. And it’s exactly where I start with the women I coach. The Grey Area Audit™ is a focused thirty minutes where we find your top three misalignment markers and the first thing to move. The daydream you keep disappearing into during meetings is not a phase. It’s a set of directions.

The list will still be there when you’re seventy. The living can’t wait that long.

From The Grey,

Laura

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