I've used Microsoft's To Do app for several years but Microsoft has failed to fix a number of annoying bugs. Meanwhile Apple Reminders has pretty much crushed all macOS alternatives; it's now effectively the only game in town. Especially since I no longer need Apple/Windows interop. So it's migration time again, now from To Do to Apple Reminders. I'll share here a few things I've learned during this migration.
My tasks have gone through at least five migrations over 3-4 decades. I think I last migrated from Toodledo. I've lost track of all the various apps I've used before that. The digital task list might have started with the PalmPilot in the 90s but it's more likely that they began in one of the many cool but forgotten "Personal Information Managers" that we used in the 80s and 90s.
Some past migrations, especially in the PalmOS days, used CSV export/import. That failed as data structures became more complex. Now I tend to migrate over time, reentering some tasks, closing out others. I could probably boil the ocean and have an agent do it, or ask an ai to write code to do it, but I've grown to accept the migration refactoring as valuable. Part of the migration is archiving all data.
Which is all context for quickly sharing a few things I have learned. I'll update this post with other things I learn.
- Neither Microsoft To Do or Apple Reminders have export/import or good backup support. They are cloud first with the usual cloud issues. To Do data can supposedly be exported via Outlook. There are decent sounding Shortcut based options for JSON export from Reminders. I have not used them yet.
- Apple Reminders has subtasks. They are cleverly hidden from basic use.
- Reminder "Sections" are most useful as Kanban-style column headers. I think that's what the feature was designed for. Switch to Column view to see them. They are also cleverly hidden from basic use.
- You can't hide Notes from displaying in Reminder views and messing up the display list. A workaround for longer notes is to attach them to a subtask and hide the subtask. There's also a way to create a link to Notes.app Note -- but it's supremely weird in Sequoia so I put hints below.
- I have been warned that Reminders has iCloud sync bugs. I suspect those are more common with the advanced features I'm using. Recurring reminders are created even when a prior instance is not completed.
- Reminder settings are not all synchronized across devices. In particular the default List for a new Reminder is device specific.
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