Calendaring on Mac and iOS

I am a fairly heavy user of calendars. This goes back to college when I worked part time jobs while keeping a full class load. But now in the professional world it's more important than ever to manage my calendar so that I can maintain my commitments to the people I work with, as well as maintain a sane work/live balance at home. Here's how I've set up my tools to manage calendars.

Mutual Mobile uses all of the Google services like Gmail and Google Calendar. While I don't use Gmail or Google Calendar for my primary personal email or calendaring service, I've been very impressed with both. Google Calendar in particular is an excellent service. The service is based on the CalDAV standard which is very widely used and supported. Apple's own Calendar apps on both iOS and Mac support Google Calendar as a backend data source, but not without some problems. I spent some time this past weekend identifying these limitations and configuring my setup to work around them.

The first problem is that Apple seems really to want all of your Calendar data to live in iCloud. Normally this would be fine. When I migrated from MobileMe to iCloud I was pleased to find that all of my old events were still there. My iCloud account actually has events dating back to 2002, where I added an event to watch The Lord of the Rings: The Two Towers. But here's where things go wrong. If you leave your "Default Calendar" set to iCloud, and leave the "Automatically retrieve CalDAV invitations from Mail" setting on, then Calendar will create a new set of all your events on your default iCloud calendar, even though those event invitations were sent from Google! This got to be really frustrating when I realized I had about 2 years worth of duplicate calendar information. Useful tip: if you use Google for calendaring, either set that as your default calendar or just disable this setting in general.

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Another issue is how alerts work in iOS. Google does have a push notification service feature for Google Calendar, which works really well. But that service isn't without it's flaws either. By default it also sends you an email reminder for all events. That obviously gets extremely annoying, so I turned that feature off, but it will also give you a browser pop up alert 10 minutes before a meeting. Pop ups are even more annoying than emails but you can't disable that without disabling notifications altogether. Notifications are a problem solved pretty elegantly on iOS, and in OS X Mountain Lion, so I really just wanted to get that working without all the email/pop up cruft. Well it turns out that is possible, if you set the default alerts setting on Mac and iOS for event reminders. This setting is off by default, where Apple strangely elects to leave responsibility for alerts to Google, but you can turn it on for individual accounts. I set mine to 5 minutes on iOS and 10 minutes on Mac. A word of warning though, this event reminder is added to the calendar event the first time the event is synced to your Mac or iOS device. If you're enabling this for the first time, you should remove your Google calendars from your Mac or iOS device, enable the setting, and then re-add them to make sure you'll get all of your alerts when you expect them.

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The last major issue is probably the biggest problem though. Unlike on the Mac, the Calendar app on iOS will not automatically update itself. This is a huge problem for a number of reasons. For one thing, people will add or change events on your calendar all the time during the day. If your calendar isn't being updated, you'll miss them all or go to the wrong place at the wrong time. The other main problem is that if you have alerts set up as I describe above, then if your calendar isn't up to date you won't get any alerts! This is because all of those alerts are device notifications, not push notifications. The event has to be on the device so that the app knows to give you a notification prior to the event start time. With the proliferation of push Email you would think we would have push calendaring by now, but sadly that hasn't happened yet. In order to keep your calendar up to date you'll have to resort to fetch.

Since I have all my email set to either Push or Manual Fetch, I was in a bit of a pickle here. My personal Email is iCloud, which uses push. For work email I use the new Gmail app, which also uses push, so I leave the iOS account setting as manual fetch. But when you change the iOS configuration for your Gmail account, you only get one choice. I didn't feel like having all of my email being fetched every 30 minutes, so I added a new account. iOS gives you the option to also add a CalDAV account directly, so I disabled calendars on my Gmail account on iOS and added a new account just for my calendar. That enabled me to leave my email configured to manual fetch, and calendars to fetch automatically every 30 minutes.

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I've tested the performance a bit by leaving my phone unpowered over night with the setting enabled. My phone seemed to lose between 2-3% power idling for 8 hours at night, and my iPad lost about 2%. When you combine that with the other notifications and stuff that my devices get overnight, that seems like an acceptable loss of power to have an up to date calendar.

I'm hoping that doing this bit of house cleaning will also enable me to try out other great calendar apps like Agenda and Fantastical, which I have tried but never really used because my calendar information on iOS was never as reliable as I wanted it to be. That forced me to always rely on Google Calendar on the web, or the Mac Calendar app, to do my calendaring. Now I should be much more free to do the bulk of my calendaring on iOS, which I think is the way things should be.