Skip to content
logo_header
  • Newsletter
  • CONTACT
  • Newsletter
  • CONTACT
Linkedin Instagram Youtube
  • The Breakthrough Journal

The Moment My Client Stopped Chasing “Perfect” — and Finally Felt Free

  • sent by Siddharth Anantharam
  • May 9, 2025
illustration

Breakthrough Idea of the Week

When “Not Enough” Becomes a Habit.

We celebrate high standards — but what happens when they start running your life?

This is about breaking free from the habit of never feeling enough.

He stepped off the TEDx stage. Still holding the mic.

And already started listing everything he could’ve done better.

I’ve been coaching him for a while now.
He’s built six businesses.
Across three countries.
Holds deep expertise in four different fields.
A machine, honestly. 

Sharp. Driven. Restless. Always learning. Always moving.

On paper — he’s the guy you want to become.

And yet… I’ve never met someone who struggles so much to receive.

Even after that TEDx talk, which honestly, was brilliant — 
He barely let himself breathe.
“They laughed too late at the second story.”
“My pacing was off.”
“I should’ve opened better.”

He gave himself seven seconds. Seven.

And then — Back to scanning for flaws.

That’s the lens he’s lived with for most of his life.
Find the gap.
Fix the gap.
Repeat.

It’s made him successful. But it’s also made him tired. Disconnected.

He has two amazing kids — both in university.

But even in his relationship with them, he told me, “It’s like I’m always telling them what to do better.
And I miss just… being with them.”

That hit me. He once told me once that real connection feels hard for him.

And I get it.

When you’ve trained your mind to constantly search for what’s missing, it’s hard to let the good things land.

illustration

Recently, at The Breakthrough Weekend I was hosting, he joined this exercise I call the mirror moment.

All I asked was:
Write a letter to yourself.
Not about what’s next.
Not about what needs fixing.
Just… a quiet note on how far you’ve come.

He couldn’t do it.

He just stared at the page. For minutes. Nothing.

“I don’t want to get soft,” he said.
“I don’t want to get complacent.”

But here’s the thing no one tells people like him — People like us.

Perfectionism doesn’t make you powerful. It just makes you protected.
And a little lonely.

Eventually, the words started to come. Slowly. Clumsily.

Then something broke. Or maybe it opened.

His posture softened. His voice cracked.

“I’ve been so busy chasing better,” he whispered,
“That I’ve never let myself feel enough.”

And I knew he meant it. Not in theory. In his bones.
As tears started streaming down his face.

That was the moment. The real one.

Not the TEDx talk. Not the business wins. Not the goals ticked off a list. This.

This moment where he finally met himself.
Not the achiever.
Not the fixer.
Just… the man.
Who’s been trying his best for a very long time.

He didn’t need more strategy. He just needed to feel something real. And let it land.

Pause & Reflect

Pause & Reflect icon
  1. Do you ever achieve something… and still feel like it wasn’t quite “good enough”?
  2. What would happen if, just for once, you stopped trying to improve — and simply let yourself feel proud?

COACHING TOOL OF THE WEEK

The Enough Letter

Set a 10-minute timer.

Write a letter to yourself answering just these three prompts:

illustration
illustration

Don’t aim for perfect. Aim for real. Then read it back — out loud. Let the words land.

Optional: If it feels meaningful, send it to someone you trust. Let them see who you’ve become.

Final Thought

You don’t have to wait for things to be perfect to feel proud.

Sometimes the deepest freedom… is finally letting the good things land.

If that speaks to something deeper in you — If you’re ready to stop chasing “better” and start feeling enough — The Breakthrough Weekend is where this shift begins.

It’s not a seminar. It’s not a retreat. It’s a room where perfectionism lets go, presence takes over — and you finally see yourself clearly.

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

ABOUT THE NEWSLETTER

newsletter inner cover

Imagine beginning each week with clarity, purpose, and a solid plan – all by journaling with me every Sunday. That’s what The Breakthrough Journal is all about.

SIGN UP AND FIND YOUR NEXT BREAKTHROUGH WITH ME

Top Picks

losing_gracefully_illustratio

How to Lose Well

  • May 2, 2025
Building in Silence

Building in Silence

  • April 25, 2025
The Inner Game of Magnetism

The Inner Game of Magnetism

  • April 18, 2025
PrevPreviousHow to Lose Well

The
Breakthrough
Journal

by Coach Sid

sign up img res

Imagine beginning each week with clarity, purpose, and a solid plan – all by journaling with me every Sunday. That’s what The Breakthrough Journal is all about.

sign up img
infinite-game-logo.png
  • Newsletter
  • Contact
Linkedin-in Instagram Youtube
footer_img-min1

Copyright © 2025 INFYNIT COACHING LLP.
PRIVACY POLICY | TERMS & CONDITIONS | REFUND & POLICY | OFFICE ADDRESS

  • Newsletter
  • CONTACT
  • Newsletter
  • CONTACT
Linkedin Instagram Youtube