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After saving your first entry on Day One, they’ll ask if you want to be reminded to journal regularly, defaulting to the current time as your “daily reminder”.

Behind this Bite
i.e., the best indication of when you’ll be free to journal in the future, is probably when you journaled today.
AI insights
User-Initiated Triggers means people pay more attention to reminders they set themselves. Here, users pick their reminder time, so they're more likely to notice and act on it.
Headway also asks users when they want notifications, letting them set the time. Both flows use user input to make reminders feel personal and boost habit building.
Skillshare sets the default reminder to the current time when users create a weekly alert. Both Skillshare and Day One use the user's real behavior to pick a time, making reminders more relevant.
Habit cues (and bundling) help people build routines by linking reminders to actions they already do. Day One's timing nudges users to journal when they're most likely to be free, reinforcing the habit.
Fresh Start Effect is when people feel more motivated after a new beginning. Asking for a reminder right after the first journal entry uses this effect to encourage a new journaling habit.
Posted 16/11/2025
During onboarding, Headway will ask you when you like to see new ideas, and then use that to set notification alerts.

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