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Productivity · head to head

Day One vs PDF Expert

Day One logo

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
-
Full reviewWebsite
PDF Expert logo

PDF Expert

Productivity

PDF Expert puts Adobe Acrobat to shame

From
On request
Rated
-
Full reviewWebsite

The short version

  • Only Day One has a free tier, so it costs nothing to try first.
  • Each has a real cost: 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.; PDF Expert pricing displayed in AED (United Arab Emirates Dirham), not widely recognized currency
  • Prices and features above were last checked on 1 September 2026.

Where they differ

Only the attributes on which Day One and PDF Expert actually diverge.

Attributes where Day One and PDF Expert differ
AttributeDay OnePDF Expert
Starting priceFreeOn request
Pricing modelFree tier plus subscriptionsubscription
Free tierYesNo
PlatformsiOS, Android, macOS, WebWeb

Identical on both: 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 Day One

  • Multiple journals
  • Rich entries
  • End-to-end encryption
  • On This Day
  • Cross-platform sync
  • PDF and Day One export

Only in PDF Expert

Nothing recorded that Day One does not also cover.

What people use each for

The jobs each tool is most often brought in to do.

Day One

  • Someone wanting a private daily journal with photos that syncs between phone and laptopnot PDF Expert
  • A person keeping a travel journal that auto-attaches location and weather to each entrynot PDF Expert
  • Someone who wants encrypted entries kept separate from an unencrypted general journalnot PDF Expert
  • A user who wants automated daily writing prompts and On This Day nostalgia reviewnot PDF Expert

PDF Expert

  • PDF editing and annotationnot Day One
  • Document conversion to PDFnot Day One
  • PDF text recognition (OCR)not Day One
  • Digital document signaturesnot Day One
  • Cross-device PDF managementnot Day One

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

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.

PDF Expert

  • Pricing displayed in AED (United Arab Emirates Dirham), not widely recognized currency
  • Essential and Pro plans offer identical features despite different pricing
  • Lifetime plan limited to Mac only
  • New features beyond initial purchase may cost extra

Pricing, plan by plan

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

PDF Expert

On request
  • Essential$199.99/year
    • iPhone, iPad, and Mac access
    • AI assistant
    • PDF conversion
  • Pro$309.99/year
    • All Essential features
    • iPhone, iPad, and Mac access
    • AI assistant
  • Lifetime$499.99/one-time
    • Mac only
    • Perpetual license
    • All core features

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.
Day One review

Choose PDF Expert if

Nothing in the data separates PDF Expert from Day One on the points above - pick on price and on how each one feels to use.

PDF Expert review

Questions people ask

Is Day One or PDF Expert better?
Neither clearly leads. Day One starts at Free and PDF Expert at On request, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Day One or PDF Expert?
Day One has a free tier; the other does not. Paid plans start at Free for Day One and On request for PDF Expert.
Does Day One or PDF Expert run on more platforms?
Day One runs on iOS, Android, macOS, Web. PDF Expert runs on Web.
Can I use Day One for free?
Yes. Day One has a free tier, so you can try it without paying. PDF Expert starts at On request.
What is Day One best used for?
Day One is most often used for someone wanting a private daily journal with photos that syncs between phone and laptop, a person keeping a travel journal that auto-attaches location and weather to each entry, someone who wants encrypted entries kept separate from an unencrypted general journal, a user who wants automated daily writing prompts and on this day nostalgia review. Of those, someone wanting a private daily journal with photos that syncs between phone and laptop and a person keeping a travel journal that auto-attaches location and weather to each entry are not what PDF Expert is typically brought in for.
What can Day One do that PDF Expert cannot?
Day One covers Multiple journals, Rich entries, End-to-end encryption, On This Day.

Answered from the vendors’ own pages

Day 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.

PDF Expert: How much does PDF Expert cost annually?

PDF Expert's Essential plan costs AED199.99/year and the Pro plan costs AED309.99/year. Both plans include iPhone, iPad, and Mac access, AI assistant, PDF conversion, OCR, digital signatures, and priority support.

Source
Day 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.

PDF Expert: Does PDF Expert offer a lifetime purchase option?

Yes. PDF Expert offers a Lifetime plan for AED499.99 as a one-time payment, but this license is restricted to Mac only.

Source
Day 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.

PDF Expert: Is there a money-back guarantee for PDF Expert?

Yes. All plans include a 30-day money-back guarantee if you are not satisfied.

Source
PDF Expert: Can students get a discount on PDF Expert?

Yes. Students and educators can receive up to 50% off annual subscriptions through educational email verification.

Source
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