Writing Prompt: A Letter to Myself at My Lowest

There are moments in life when the ground beneath us seems to crumble—when the light feels impossibly far, and we’re unsure if we’ll ever find solid footing again. These valleys of our existence, painful as they may be, often hold the seeds of our greatest growth.

This week, as we explore the themes of confidence and self-worth, our writing prompt invites you to reach across time with compassion and wisdom:

✉️ “A Letter to Myself at My Lowest”

Write to a version of yourself who was struggling—feeling lost, broken, or without hope. Offer the words that soul needed most. This is a practice in self-compassion, perspective, and honoring the path that brought you here.

Your letter might speak to:

• A younger self navigating heartbreak, rejection, or failure

• The you who faced devastating loss or a life transition

• A time when you questioned your worth or purpose

• A season of burnout, depression, or anxiety

• A moment when you believed a mistake had defined you

✍️ Writing Guidance

As you craft your letter, consider:

• Speak with tenderness – What gentle truths would have comforted you?

• Share perspective – What meaning or growth emerged that wasn’t visible at the time?

• Offer wisdom, not judgment – What would you say now, knowing what you know?

• Celebrate resilience – What strength helped you carry through, even quietly?

• Connect past to present – How did that moment shape the person you are today?

📜 Story Starter

If you’re unsure where to begin, try this opening:

Dear one,
I see you there, curled inward like a question mark, wondering if anyone will ever answer the silent plea in your heart. I see how you hide your tears, how you’ve mastered the art of the brave face—how exhausting it is to wear that mask when inside, you’re crumbling. I want you to know I’m reaching back through time to sit beside you—not to pull you out of it prematurely, but to witness your pain with the compassion you deserve...

This is not about toxic positivity or glossing over real pain. It’s about honoring your story—recognizing that even in your darkest hours, you carried more strength than you knew. It’s about seeing the resilience in who you were, and the growth in who you’ve become.

What would you tell yourself at your lowest moment?
What wisdom would have made all the difference?
We invite you to explore these questions with courage, creativity, and compassion.