Everyone keeps touting the $50 per year subscription, which is basically for new users. If you've been using the app and have already purchased Day One 2.0 then you can either keep using the app as usual with no annual fee, or if you want the new premium features the you only pay $24.99 a year. Currently they are also offering a discount to Day One Classic and new users an introductory rate at just $34.99 a year.
If you've been using Day One since literally Day One like I have, then you know how good the product is. Personally I wouldn't call myself a power user, but I do post at least one entry a day, sometimes 3 or 4. I have several different journals set up. Although I haven't reached the 10 max Day One 2.0 allowed, the idea of an infinite number as the Premium subscription allows is nice. In addition the knowledge that a web version will be available soon is nice which means that when I don't have access to my Mac/iPad/iPhone I can still post a note using a WinDOZE based computer with an internet connection, such as my desk from work or whatever. I haven't printed out any books yet of my journals but I do have a vacation coming up and have s separate journal for notes relating to said vacation and when finished would be interested in printing that out so the discount on books that the subscription offers sounds nice. I currently enjoy having all my Day One apps and devices synced together and if the subscription allows that to continue, then yes it is worth my $25 a year.
Before Day One I did journaling on the iPad with another app which over the years promised an iPhone app and it never materialized. Then Day One came around and in a short time they had a Mac app as well and everything was synced. I could easily add, edit or delete entries from any device and it all was synced together. When 2.0 introduced their own sync service I was skeptical at firs, but other apps I use that have their own sync services I never had a problem with and so far have not had any sync issues with Day One. So the subscription to me is worth it. As of right now I have close to 9 years of journal entries in Day One since I transferred those entries from prior to Day One into it. I have over 4700 entries covering 3034 Days. I use the app, I love the app and I will subscribe to it.
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The Billy Bookcase is an inanimate object. Doesn't have bug fixes (unless you spray it with Raid) and does not require tech support from Ikea because someone can't get it to do something they want it to do. When a software developer DOES an upgrade and charges for it, you hear arguments that the upgrade should be free. Well some people seem to think that the developer should offer these updates in perpetuity of no fee. That is not sustainable. They could update and charge for the app annually, which then also creates a subscription mode after having to buy upgrades every year so where is the difference? Yes, you could skip the upgrade, but at the same token you could skip the subscription. You can't have your cake and eat it too. I have subscription to several apps, and they are all updated frequently, I have no issues with any of these apps and I am guaranteed to have the latest version and features. Some new features I may not use, but they are there and it is my choice to use them. When I decide to use them I don't have to go and get the update they are already there.