From Caterpillar to Confidence: How a 21-Day Practice Can Set You Free from People-Pleasing

May 20, 20252 min read

Have you ever felt that restless tug inside, an ache that says life can’t stay like this?


If you’re a Gen X woman who’s spent years smoothing conflict, chasing approval and putting everyone else first, you know that feeling well. It’s the quiet signal that your people-pleasing coping strategy has expired.

Why 21 Days Can Change Everything

Researchers have long said it takes about 21 days to form a new habit. At The Self Mastery Hub, we use those three weeks to move through what I call the 3 Stages of Growth:

  1. Self-Awareness – notice the pattern (people-pleasing, perfectionism, overthinking).

  2. Self-Discovery – explore the “why” behind it and practise new emotional boundaries.

  3. Self-Mastery – repeat tiny, daily actions until they feel natural and empowering.

Daily, bite-sized lessons mean you don’t need hours of free time, just a few intentional minutes that compound into real change.

Transformation Is Meant to Feel Uncomfortable

Think of the caterpillar. One day it senses restlessness and retreats into a cocoon. In darkness it turns to goo, then cracks open, stretches new wings, and discovers it can fly.

That messy middle is what growth feels like for recovering people-pleasers. Discomfort isn’t failure; it’s the cocoon phase before freedom.

Common Signs You’re Ready to Emerge

  • Constantly saying yes when you mean no

  • Feeling guilty for resting or setting limits

  • Measuring self-worth by how useful you are to others

If any of these ring true, your body is sending a signal: it’s time to change.

People-Pleasing: A Coping Skill Past Its Use-By Date

Early in childhood, we learned to keep the peace to feel safe, smiling, helping, never rocking the boat. That strategy protected us back then, but now it:

  • Drains your energy and time

  • Erodes your self-worth

  • Limits authentic connection

To create healthy emotional boundaries and reclaim your voice, you need a new roadmap.

Your 21-Day Roadmap to Self-Worth

I’ve woven the Self-Awareness → Self-Discovery → Self-Mastery framework into a practical series called Break Free: The People-Pleaser Detox. Over 21 days you will:

  • Identify and interrupt people-pleasing triggers

  • Practise clear boundary scripts (without guilt)

  • Re-build trust in your own needs and desires

And because I know the first step feels scary, I’m gifting the first 7 days free.


Ready to Test-Drive Your New Wings?

You’ll receive the free 7-day kick-start straight to your inbox and save up to $50 if you choose to complete the full 21-day journey.

Feeling called to deeper, personalised support? I have two one-on-one coaching spots opening in May 2025. Book a free Clarity Call to explore how we can accelerate your growth together.

Now is your time to move from people-pleasing to personal power.
Let’s rise, one courageous day at a time.


Cheryne Blom

Cheryne Blom is a Master Coach, Author of The Courage to Be You, podcast host, and thought leader who’s passionate about guiding others toward a life of Calm, Clarity, and Confident Courage. Drawing on her own transformative life experiences, Cheryne helps individuals shed outdated patterns, uncover their true selves, and align their lives with what truly makes them happy and fulfilled. We are here to discover the essence of who we are and our authentic purpose. By releasing what no longer serves us, we can redesign our lives with clarity and joy.

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