Day One journaling app introduces ‘Gold’ plan with AI summaries and Daily Chat

Journaling app Day One has reconfigured its subscription to include a more premium “Gold” plan with AI summaries and a Daily Chat feature.

Day One Gold costs $74.99/year for these AI features

Day One continues to offer a free version of its journaling app for iPhone, iPad, and Mac. Apple’s Journal app is the better free option if you want to capture from more than one device or add more than one image to an entry.

As part of the latest update, Day One Premium, which unlocks unlimited device access and media logging, is now Day One Silver. Access is $49.99/year.

Day One Gold is the new “AI & Innovation” tier that costs $74.99/year. Gold introduces Daily Chat, Go Deeper AI prompts, image generation, entry summaries, title suggestions, and more.

You can compare Day One plans here for more details.

Daily Chat is a conversational journaling experience

Daily Chat is “a conversational journaling experience” available for iPhone and iPad users. It supports text input as well as voice mode.

The new AI journaling system supports “Memory” for remembering details from previous conversations. Day One explains how Daily Chat works in four steps:

1. Open Daily Chat. Open the new “Today” tab to find the Daily Chat section and start a new conversation.
2. Talk through your day. Share what happened, what you noticed, or what’s on your mind. Daily Chat will respond with thoughtful follow-up questions to help you reflect more deeply.
3. Generate a journal entry. When you’re ready, turn your conversation into a journal entry. The entry reflects your words, your tone, and your mood. Review and edit, or save and return to refine later.
4. Resume and update anytime. Come back to a previous conversation to add new details or continue reflecting. Updated conversations can update the daily entry to merge any edits to the entry or updates from chat. 

Day One says Daily Chat is completely optional, end-to-end encrypted, and nothing is stored or used for training.

“Day One is continuously exploring on-device AI models to make these experiences even more private in the future,” the company says. “Until then, the same commitment to privacy that has defined Day One from the beginning applies to every AI feature.”

Day One for iPhone, iPad, and Mac is available on the App Store.

Should Apple explore similar features for its Journal app in iOS 27, iPadOS 27, and macOS 27? Share your thoughts in the comments.

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