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Writing TipsJanuary 22, 2026

12 Prompts That Actually Help You Write the Hard Things

4 min read
12 Prompts That Actually Help You Write the Hard Things

Most writing prompts are designed to help you write. These are designed to help you say the things you've been carrying.

There's a difference. The first kind is about craft and output. The second kind is about unlocking something that's already there, waiting to be said.

Here are the prompts our members come back to most. They're organized roughly by how deeply they tend to go.

To get started (lower stakes, but still real)

To go deeper (the stuff that matters)

To say the hard things directly

How to use these

Pick the one that makes you feel the most resistance. That's usually the one with the most in it.

Write for ten minutes without stopping. Don't edit as you go. Don't try to make it good. Just get it out of your head and onto the page.

Then save it. Even if it's not ready to share with anyone. Even if you don't know what to do with it. Save it.

That's enough for today.

Start preserving your story today

Dear Grandchild gives you a private space to write letters, record your voice, and save the things that matter — for whenever your grandchild is ready.

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