KIRAN SINGH

MIDLIFE BY DESIGN: CURATING YOUR NEXT CHAPTER

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Personality, Character & Self-Discovery, Quality of Life

Rewriting Your Story: Letting Go of Expectations & Living on Your Own Terms

Midlife is often painted as a time of decline – a period where women are expected to settle, shrink themselves, and fade into the background. But what if this season of life is actually your greatest opportunity? What if, instead of conforming to outdated expectations, you rewrote your story – one that reflects your truth, your desires, and your joy?

It’s time to break free from societal pressures, redefine success and fulfilment, and craft a life that feels deeply aligned with who you truly are.

Let’s explore how to let go of the old narratives that no longer serve you, rediscover your authentic self, and step into midlife with confidence, purpose, and freedom.

Rewriting Your Story: Letting Go of Expectations & Living on Your Own Terms

Breaking Free from Societal Pressures & Outdated Beliefs

From a young age, we are conditioned to follow a script:

  • ✔ Be a good daughter, partner, or mother.
  • ✔ Put others’ needs before your own.
  • ✔ Work hard, but don’t take up too much space.
  • ✔ Look youthful, but don’t be too vain.
  • ✔ If you haven’t “made it” by midlife, it’s too late.

These messages shape how we view success, self-worth, and even happiness. But here’s the truth:

  • ✨ You don’t have to follow anyone else’s script.
  • ✨ You are allowed to change your mind.
  • ✨ You get to decide what success, happiness, and fulfilment look like for YOU.

The key to rewriting your story is first recognising the expectations you are still carrying.

💡 Journaling Prompt: “Whose expectations am I still carrying?”

  • 👉 Are they yours, or were they passed down by family, culture, or society?
  • 👉 Do these expectations bring you joy, or do they feel like a burden?
  • 👉 What would happen if you released them?

Letting go is not about rejecting everything – it’s about choosing what feels right for you and giving yourself permission to live differently.

Redefining Success, Happiness & Fulfilment in Midlife

Many of us have spent decades chasing external markers of success – career achievements, financial stability, a picture-perfect home, or even validation from others. But as we step into midlife, we have an opportunity to redefine success on our own terms.

1. Success is No Longer About Ticking Boxes

Forget society’s version of success. What does fulfilment look like to you?

  • ✔ More time for creativity, rest, or passion projects?
  • ✔ Financial freedom without burnout?
  • ✔ Prioritising peace over productivity?
  • ✔ Living in alignment with your core values?

💡 Journaling Prompt: “What does success feel like in my body?“

Success is not a destination – it’s a state of being. It’s waking up and feeling content, grounded, and at peace with your choices.

2. Happiness is Not a Future Goal – It’s in the Present Moment

Many women in midlife realise they’ve spent years postponing happiness:

  • 🚫 “I’ll be happy when I lose weight.“
  • 🚫 “I’ll enjoy my life once I retire.“
  • 🚫 “I’ll prioritise myself when my kids no longer need me.“

Happiness is not something we earn – it’s something we create in the small moments of daily life.

  • ✔ A slow morning with your favourite cup of tea.
  • ✔ Saying no without guilt.
  • ✔ Moving your body in ways that feel good.
  • ✔ Laughing until your stomach hurts.

💡 Ask Yourself: “What small, daily joys make me feel most alive?“

The goal is not to chase happiness – it’s to choose it, every single day.

How to live a more enjoyable life + happiness audit
READ MORE: How to live a more enjoyable life + happiness audit

3. Fulfilment Comes from Living in Alignment with Your True Desires

Many women in midlife feel restless, not because something is missing, but because they have outgrown the life they once built.

  • 👉 Maybe you’ve spent years prioritising others – now it’s time to prioritise you.
  • 👉 Maybe you’ve been playing it safe – now it’s time to take a risk.
  • 👉 Maybe you’ve been living for approval – now it’s time to live for joy.

💡 Journaling Prompt: “If I wasn’t worried about what others thought, how would I live my life differently?“

You are allowed to want more.
You are allowed to change directions.
You are allowed to create a life that feels good to you.

Half-Day Retreat | Reclaim & Realign: A Midlife Awakening
CHECK OUT: Half-Day Retreat | Reclaim & Realign: A Midlife Awakening

Building a Lifestyle That Aligns with Your True Desires

Once you release old expectations and redefine success and happiness, it’s time to start building a life that feels aligned.

1. Declutter What No Longer Serves You

Midlife is a time for a deep, soulful decluttering – not just of things, but of outdated beliefs, toxic relationships, and obligations that drain you.

  • ✔ Unsubscribe from commitments that no longer bring joy.
  • ✔ Release friendships that no longer align with who you’re becoming.
  • ✔ Say no to guilt-driven obligations.

💡 Ask Yourself: “What can I let go of today that will make space for the life I truly want?“

15 Quick & Simple Decluttering Projects
READ MORE: 15 Quick & Simple Decluttering Projects

2. Set Goals That Feel Expansive, Not Restrictive

Your new goals should feel like freedom, not pressure.

  • ✔ Instead of “I need to lose weight,” try “I want to feel strong and energised.”
  • ✔ Instead of “I should make more money,” try “I want to create financial abundance while enjoying my life.”
  • ✔ Instead of “I need to be more productive,” try “I want to be present and engaged in what matters.”

💡 Journaling Prompt: “What do I truly desire for this next chapter of my life?“

Now, Next, Future Goals
READ MORE: Now, Next, Future Goals

3. Prioritise Joy, Play & Self-Discovery

One of the most powerful ways to reclaim your life is to infuse it with joy.

  • ✔ Try something new – a class, a hobby, a solo trip.
  • ✔ Make space for pleasure – reading, dancing, skincare rituals, creative play.
  • ✔ Surround yourself with women who inspire you and remind you of your power.

💡 Ask Yourself: “What makes me feel most alive?“

The more you follow your joy, the more you align with who you are meant to be.

Happiness Habits Daily Practices for a More Joyful Life
READ MORE: Happiness Habits: Daily Practices for a More Joyful Life

Your Life, Your Rules: The Time to Rewrite Your Story is NOW

Midlife is not the end of your story – it’s the beginning of a new chapter. A chapter where you are the author, where you create a life that feels deeply fulfilling, meaningful, and aligned with who you truly are.

💡Steps to Take Today:

  • ✅ Identify one outdated expectation you are ready to release.
  • ✅ Choose one daily joy to start prioritising.
  • ✅ Take one bold step towards the life you truly desire.

You are not too old. It is not too late.

This is your time – your story is waiting to be rewritten. ✨

What does reinvention mean to you
READ MORE: What does reinvention mean to you?

Case Study: Rewriting Your Story – How Sarah Let Go of Expectations & Embraced Her Own Path

Meet Sarah | Sarah was 52 when she realised she was living a life that wasn’t truly hers. She had followed all the shoulds – a successful career, a marriage that looked good on the outside, and a life that seemed stable. But inside, she felt trapped, exhausted, and unfulfilled.

She had spent decades meeting everyone’s expectations – her parents’, her boss’s, society’s. Yet, something inside her whispered: Is this really it?

Midlife had brought an unexpected awakening. With her children grown and more space in her life, she began questioning everything. But with that questioning came guilt. Was it too late to change? Was she being ungrateful for what she had?

One evening, after another long day at work, she found herself scrolling through social media, seeing women her age travelling, starting businesses, and embracing their passions. Something in her stirred – If they could do it, why couldn’t she?

Breaking Free from the ‘Shoulds’

Sarah began her journey of self-reflection. She journaled about what she truly wanted versus what she had been conditioned to want. Slowly, she uncovered some hard truths:

  • She had never truly loved her career – it had been a ‘safe’ choice.
  • She was staying in her marriage out of obligation, not happiness.
  • She had stopped prioritising her own needs long ago.

At first, fear held her back. What would people think? What if she failed? But she soon realised the bigger fear was staying the same and never knowing what could have been.

Taking Bold, Intentional Steps

With newfound clarity, Sarah took action:

  • ✔ She left her job and pursued consulting on her own terms, giving her more flexibility and joy.
  • ✔ She prioritised self-discovery, taking up hobbies she had long forgotten – painting, hiking, and solo travel.
  • ✔ She started therapy and coaching, working through years of people-pleasing patterns.
  • ✔ She made the difficult decision to leave her marriage, choosing a life of authenticity over comfort.

It wasn’t easy. There were days of doubt, moments where she wanted to retreat back to her old life. But each time, she reminded herself: I am writing my own story now.

The Transformation

Two years later, Sarah’s life looks entirely different. She is running a small but fulfilling business, travelling to places she once only dreamed of, and living with an ease she never thought possible.

She no longer feels weighed down by expectations. Instead, she wakes up each day excited about what she’s creating.

Her biggest lesson? The only permission she ever needed was her own.


Your Turn: Rewriting Your Own Story

If Sarah’s story resonates with you, know this: You are never too old, too late, or too stuck to change.

💡 Journaling Prompts to Start Your Own Transformation:

  1. What expectations have I been carrying that no longer serve me?
  2. If I could live life entirely on my own terms, what would it look like?
  3. What is one small, bold step I can take towards that life today?

Final Thoughts

Rewriting your story doesn’t mean erasing the past—it means choosing a future that feels true to you.

💛 Are you ready to let go of expectations and live life on your own terms? Let’s work together to create a path that feels aligned, fulfilling, and uniquely yours. Book a coaching session today.

Your story is yours to write – make it one you love.

Feel free to sign up to my Friday Morning Love Note HERE! This isn’t just a newsletter - it’s your invitation to pause, reflect, and realign with you. Every week, we’ll journey together to uncover the small, meaningful shifts that will help you design a life that feels uniquely and beautifully yours. Each week, I’ll deliver fresh intentions, uplifting tips, and simple shifts to inspire purposeful, creative living.

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