Productivity · head to head
Bear vs Day One

Day One
Productivity
Journalling app for iOS, Android and Mac now sold as a subscription after years as a one-time purchase
- From
- Free
- Rated
- -
The short version
- Each has a real cost: Bear built for Apple hardware only, with no Windows, Android or web client; Day One it moved from a one-time purchase to a subscription after the Automattic acquisition, so long-term cost is materially higher than the original pricing implied.
- Prices and features above were last checked on 1 September 2026.
Where they differ
Only the attributes on which Bear and Day One actually diverge.
Identical on both: starting price (Free), free tier (Yes), user rating (Not yet rated), category (Productivity).
What each one covers
Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.
Only in Bear
Nothing recorded that Day One does not also cover.
Only in Day One
- Multiple journals
- Rich entries
- End-to-end encryption
- On This Day
- Cross-platform sync
- PDF and Day One export
What people use each for
The jobs each tool is most often brought in to do.
Bear
- Note-taking with document scanningnot Day One
- Cross-device note synchronizationnot Day One
Day One
- Someone wanting a private daily journal with photos that syncs between phone and laptopnot Bear
- A person keeping a travel journal that auto-attaches location and weather to each entrynot Bear
- Someone who wants encrypted entries kept separate from an unencrypted general journalnot Bear
- A user who wants automated daily writing prompts and On This Day nostalgia reviewnot Bear
Where each one falls short
Documented limitations, not opinions. Every one is a constraint you would hit in normal use.
Bear
- Built for Apple hardware only, with no Windows, Android or web client
- Free tier is limited to 3 themes, 1 app icon and restricted export formats; iCloud sync requires Bear Pro
- Bear Pro is $2.99 per month or $29.99 per year after a 7 day free trial
Day One
- It moved from a one-time purchase to a subscription after the Automattic acquisition, so long-term cost is materially higher than the original pricing implied.
- The free tier caps at one journal and 25 photo entries, which is restrictive enough that anyone journalling seriously for more than a few weeks needs to pay.
- End-to-end encryption is opt-in per journal rather than on by default, so users have to actively choose it and understand which journals are protected.
- Cancelling Premium after using multiple journals or heavy photo storage can leave content viewable but with sync and some features disabled, so people should export before cancelling.
- As an Automattic product, its roadmap sits behind a company whose primary focus is WordPress and Tumblr, not journalling specifically.
Pricing, plan by plan
Bear
Free- FreeFree
- Local note access
- Document scanning
- PDF, image, text, markdown, HTML, DOCX, ePub export
- Pro$2.99/month
- All free features plus 28+ themes
- 15 app icons
- PDF and image search across notes
- Pro$29.99/year
- All free features plus 28+ themes
- 15 app icons
- PDF and image search across notes
Day One
Free- FreeFree
- One journal
- Up to 25 photo entries
- Basic sync
- Day One Premium$3.99/month
- Unlimited journals and photos
- End-to-end encryption
- On This Day and audio transcription
- Day One Premium Annual$34.99/year
- Same as monthly Premium at a lower effective rate
Which should you pick?
Choose Day One if
- You need multiple journals.
- You want to start without paying.
- You work on iOS, Android, macOS, Web.
- You also want rich entries.
Questions people ask
- Is Bear or Day One better?
- Neither clearly leads. Bear starts at Free and Day One at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Bear or Day One?
- Bear starts at Free and Day One at Free.
- Does Bear or Day One run on more platforms?
- Bear runs on Web. Day One runs on iOS, Android, macOS, Web.
- Can I use Bear for free?
- Both have a free tier, so you can try either at no cost before committing.
- What is Bear best used for?
- Bear is most often used for note-taking with document scanning, cross-device note synchronization. Of those, note-taking with document scanning and cross-device note synchronization are not what Day One is typically brought in for.
- What can Bear do that Day One cannot?
- Day One covers Multiple journals, Rich entries, End-to-end encryption, On This Day.
Answered from the vendors’ own pages
Bear: Does Bear offer a free plan?
Yes, Bear has a free plan with local note access, document scanning, and export to multiple formats, but without iCloud sync or PDF/image search.
SourceDay One: Is Day One still a one-time purchase?
No. Since the 2021 Automattic acquisition it is sold as Day One Premium, a subscription. Older lifetime purchasers were grandfathered but new users pay a subscription.
Bear: How much does Bear Pro cost?
Bear Pro is $2.99 per month or $29.99 per year. The yearly plan offers approximately 15% savings compared to monthly billing.
SourceDay One: Is encryption on by default?
No, end-to-end encryption is an option users turn on per journal, not a default for all entries.
Bear: Is there a free trial for Bear Pro?
Yes, Bear Pro includes a 7-day free trial before charging begins.
SourceDay One: Can I export my entries if I cancel?
Yes, PDF and native Day One export formats are available regardless of subscription status, though some sync and premium features stop working.
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- Day One vs Things 3
- Day One vs OmniFocus 3
- Day One vs Todoist
- Day One vs Brain.fm
- Day One vs Capacities
- Day One vs RemNote
- Day One vs Reflect
- Day One vs Ulysses
- Day One vs Milanote
- Day One vs PDF Expert
- Day One vs Supernormal
- Day One vs Bluedot
- Day One vs Microsoft 365
- Day One vs Paprika Recipe Manager
- Day One vs Remember The Milk
- Day One vs Streaks
- Day One vs Structured
- Day One vs Alfred
- Day One vs AnyList
- Day One vs Canary Mail
- Day One vs TickTick
- Day One vs Fastmail
- Day One vs Samsung Food
- Day One vs HEY
- Day One vs Mealime
- Day One vs tldraw
- Day One vs Anvil
- Day One vs WPS Office
- Day One vs Xmind
- Day One vs Kami

