Go Deeper

Requires Day One Gold. Go Deeper is available with a Day One Gold subscription.

Go Deeper uses AI to generate personalized writing prompts right inside the entry editor, based on what you’ve already written. If your entry already has content, the prompts are tailored to your specific thoughts — helping you dig further, uncover new insights, and keep the words flowing. If you’re starting fresh, Go Deeper suggests a set of starter prompts to spark your first idea.

Key Features

• Personalized prompts – Each set of prompts is generated based on the content of your current entry, so no two sessions feel the same.
• Starter prompts – If your entry is empty, Go Deeper offers general reflection questions to help you get started.
• Refresh for more – Tap or click the refresh button to generate a new set of prompts at any time.
• One-tap insertion – Tap any prompt to instantly add it to your entry as a follow-up question, ready for you to answer.

For details on how Day One handles your data when using AI features, see AI Features.

How to Use Go Deeper

iPhone & iPad

Go Deeper requires a Day One Gold subscription and AI features to be enabled. To opt into AI features, open Settings › AI Features and toggle on AI Features.

1. Open Day One and tap into any journal entry to open the editor.
2. Write a few sentences — the more you write, the more personalized your prompts will be. (You can also use Go Deeper on an empty entry to get starter prompts.)
3. Tap the Journaling Tools button (the sparkles icon) in the editor toolbar.

4. If this is your first time using AI features, Day One will ask you to review and accept the AI features privacy notice. Tap I Agree to continue.

5. Tap Prompts from the AI tools menu. Day One generates a set of reflection prompts based on your entry.

6. Browse the prompts. Swipe left or right to see additional pages of prompts.
7. Tap any prompt that resonates with you. It’s instantly added to the bottom of your entry as a heading — ready for you to answer.
8. To get a fresh set of prompts, tap the refresh icon (circular arrow) at the top of the prompts sheet.

Note: On supported iPhone and iPad models with Apple Intelligence enabled, Go Deeper can generate prompts entirely on your device — your entry content never leaves your phone. You can check Apple Intelligence compatibility in Settings › AI Features under the Apple Intelligence section.

Android

Go Deeper requires a Day One Gold subscription and AI features to be enabled. To turn on AI features, open Settings › AI Features and toggle on AI Features.

1. Open Day One and tap into any journal entry to open the editor.
2. Write some content in your entry.

3. Tap the AI tools button (sparkles icon) in the editor toolbar. An AI tools panel slides up from the bottom of the screen.

4. If this is your first time using AI features, tap Confirm on the AI features privacy dialog to accept the privacy notice.
5. Tap Writing Prompts from the AI tools list.

6. Day One generates a set of personalized reflection prompts. Swipe left to load a fresh set of prompts.

7. Tap any prompt to insert it into your entry. The prompt is added at the end of your current text.
8. To load more prompts, tap the refresh icon (circular arrow) in the title bar.
9. To go back to the main AI tools list, tap the back arrow at the top left.

Web

Go Deeper is available at dayone.me when signed in with a Gold account.

1. Open or create an entry in the editor.
2. Write some content.

3. Click the Journaling Tools button (sparkles icon) in the editor toolbar. A dropdown menu appears listing the available AI tools.
4. Click Go Deeper from the dropdown menu.

5. A Go Deeper modal appears with a set of personalized reflection prompts. Each prompt is displayed as a clickable button.
6. Click any prompt to insert it into your entry.
7. To generate a new set of prompts, click the refresh icon at the top of the modal, or use the keyboard shortcut Alt+D (or ⌥D on Mac).
8. To dismiss the modal without selecting a prompt, click outside the modal or press Escape, or use Alt+C (or ⌥C on Mac).
9. You can also select prompts directly with keyboard shortcuts — press Alt+1, Alt+2, or Alt+3 (or ⌥1, ⌥2, ⌥3 on Mac) to choose the first, second, or third prompt.

Mac

Mac support is coming soon.

Frequently Asked Questions

Why are my prompts not personalized to my entry?

Go Deeper generates prompts based on the text in your entry. If your entry is empty or very short, Day One offers general starter prompts instead. Try writing at least a few sentences for the most tailored results.

What happens when I tap a prompt?

The prompt is inserted at the end of your entry. Tap below it and start writing your response.

Can I get more prompts if I don’t like the ones shown?

Yes. Tap the refresh icon (circular arrow) to generate a new set. Each refresh adds a new page so you can still browse previously generated prompts too.

Can I disable Go Deeper after enabling it?

Yes. Go to Settings › AI Features to opt out of AI features any time.

Is Go Deeper available on Mac?

Not yet. Go Deeper is available on iPhone, iPad, Android, and the web. Mac support is planned for a future update.

Does Go Deeper require an internet connection?

The standard cloud version requires an internet connection. On supported iPhone and iPad models with Apple Intelligence enabled, Go Deeper can run on-device without an internet connection.

Is my journal content kept private when I use Go Deeper?

Yes. Your entry content is temporarily decrypted to generate prompts and is never stored or used to train AI models. When using on-device mode with Apple Intelligence, your content never leaves your device. See the Day One Privacy Policy for full details.

How is Go Deeper different from Prompt Packs?

Prompt Packs are curated collections organized by theme — they’re not based on what you’ve written. Go Deeper generates prompts dynamically from your current entry, giving you questions uniquely relevant to what you’re reflecting on right now.