5 Journal Prompts for a Season of Transition

Transitions have a way of tugging at everything.

Even the good ones — the promotion, the move, the new chapter — come with friction.
And the hard ones? They often ask us to stretch in ways we never planned for.

In seasons of transition, it’s easy to feel unmoored or uncertain. But these moments can also be powerful portals — opportunities to reflect, realign, and reconnect with what matters.

If you're in the middle of a shift — or even just sensing one on the horizon — these journal prompts are here to help you pause, breathe, and listen inward.

1) What am I leaving behind — and what am I carrying forward on purpose?

Every transition is both a letting go and a bringing with.
This question helps you name what no longer fits and honor the strengths and truths you want to take with you.

2) Who am I becoming in this season — and what does that version of me need?

Instead of trying to “go back to normal,” ask what this next version of you is calling for.
What boundaries, what support, what voice, what pace?

3) What do I want to feel more of — and what gets in the way of that?

Sometimes we don’t need more goals.
We need more intention around how we want to feel as we move through the day. This prompt helps uncover both the desire and the barrier.

4) What would alignment look like — even if things still feel uncertain?

You don’t need perfect clarity to make aligned choices.
What are one or two decisions you could make right now that honor your values?

5) Where can I create space for grace, not just grit?

Transitions often push us to power through.
But sustainable growth requires softness, too.
Where can you offer yourself compassion — especially in the moments you’re tempted to push harder?

These prompts aren’t about solving everything overnight.
They’re an invitation to stay rooted while things shift around you.

Because in the midst of uncertainty, reflection becomes an anchor.
And you don’t have to navigate the in-between alone.

One brave question at a time — that’s how we move forward with heart.