Quick Look: Day One 2.0 for iPad

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Day One 2.0 hit the App Store this past Thursday for $10, but if you’re fast, you can currently grab it for $5 during its initial launch week sale.

For those not familiar with it, Day One it’s is a great journaling app on iOS and OS X. I’ve used the app for years now to help record how I’ve felt during major milestones in my life, as well as simply recording my day to day. I’m the kind of person who usually issues a blank stare when someone asked how my weekend was, and Day One has helped me drastically increase my recall of recent activities.

Day One 2.0 has expanded on a lot of what was great in the first version. You can now have multiple journals within the app, add up to 10 photos to a single entry, and multi-select entries for batch processing right on the iPad.

Multiple Journals

People tend to equate journals with “dear diary” moments, but that would be limiting the utility of an app like Day One. I’ve been using Day One as a work journal to track specific skills and activities. It’s fun to see how often I’ve made the time to do leatherworking, or which games and books I’ve finished in a given month.

Journals weren’t one of my number one feature requests for the app because Day One already supported tags, but they’re a welcome extra organizational tool for sorting my 900+ entries.

Multiple Photos per Entry

If there was a feature I had to peg as my top request, multiple photos per entry would have been it. I put a lot of time into photography, especially on trips, and it’s wonderful to be able to make some customized entries just for myself. I used to have to create a separate entry for every picture I wanted to include in Day One, but as of v2.0, I can now add up to ten of them in-line. I can also batch select photos to add them all at once, which is a further time saver.

The photos shrink when I’m editing or writing an entry, and them expand to full width when I’m just viewing. I also like how the thumbnails on the sidebar let me know when an entry contains multiple images within.



Day One Sync

The only thing I’m not completely happy with is Day One Sync. It hasn’t led to any issues with my entries, and it is really fast to sync changes across my devices. However, it’s yet another custom syncing engine to rely upon. I’m wary of scattering my data — especially personal data — across too many services.

That’s why I preferred using Dropbox for syncing entries across Day One in previous versions, but I can also understand that it introduces limitations. Multiple journals or multiple photos per entry may not have been possible with Dropbox, but I’d have liked to have it at least as an option.


Day One is the very best journaling platform I know of, and it’s the only one that supports two platforms (iOS and OS X).

I’ve been on the 2.0 beta for a few months now, and it has worked wonderfully on the iPad Pro. It supports Split View and has a host of useful keyboard shortcuts for generating entries faster. The app is a joy to use across all the supported platforms, and I’m in love with how efficient and beautiful it makes the journaling process. So, despite the fact that my Day One 1.0 would still work properly, I happily paid for Day One 2.0 upon its release. I haven’t upgraded my Mac version yet because tend to write entries more on iOS, and the older V1.0 Mac app should still sync properly with 2.0 on my iPhone and iPad.

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