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Org is great! I've been using it for several years now: Sadly, it a massive pita to interface with other platforms. I have like 4 intermediate steps to get scheduled items to show up on my phone, and even then it drops birthdays events with non-standard time ranges =/
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Directory tree of .org files, version controlled with automatic commits every hour. by cron. .ical snapshots are created every hour using (org-icalendar-combine-agenda-files) and exported to a location accessible by private URL. Then google / windows live consume that URL to create calendars that show notifications on my phone / windows lock screen. It's a mess tbh.