watchOS 5 and Outlook 365 Calendar not syncing

I just upgraded to iPhone X to iOS12 and Apple Watch Series 2 to watchOS5.


My Outlook calendar appointments are now NOT displaying on my Watch calendar app, though my iCloud appointments are displaying on the Watch calendar app. I have tried unpairing/repairing (Erase Apple Watch Content and Settings) multiple times, hard resetting iPhone, hard resetting Watch, "Reset Sync Data" on iPhone Watch app, unselecting Outlook 365 calendar on iPhone and then re-selecting Outlook calendar on iPhone. I've also ensured that the iPhone Watch app Calendar setting is set to "Mirror iPhone" for both Notifications and Calendar. Ironically, I do get my Outlook calendar notifications on my Watch, but no corresponding calendar item in the Watch calendar app.

Is anyone else having this issue, and if so, have you been able to resolve it? If not, what's the best way to inform Apple about this bug?

Apple Watch Series 2, watchOS 5, null

Posted on Sep 18, 2018 8:58 PM

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Posted on Oct 3, 2018 8:16 AM

The app is CalMate, and it's on the App Store, but for the 'delete' feature, you need the beta version.


Here's a link to the TestFlight beta (not sure of the apple forums rules - hope I'm not breaking them but hey, if so, I'm sure I'll find out!).


You have to install the TestFlight app, then re-click this link to get my beta. After installing, do this:


Launch app

Select 'calendars' and pick your Exchange calendar

Then, there are a couple of things people have done that have worked.


1. find any 'bogus' calendar entires - those that are stuck in your calendar inbox, those that hang when you select them, etc., and delete them

2. A user said this worked - after selecting your exchange calendar in CalMate, go back to iPhone --> settings and DISABLE your exchange calendar. Switch back to CalMate, and he had one meeting that still showed up, which was the one that iOS isn't handling properly. Go to Outlook/OWA and delete that invite, and re-enable the calendar on your phone.


Couple quick notes - I have a new beta waiting for Apple approval that fixed two bugs in this version:

1. I don't reload the calendar in CalMate after you delete a calendar entry, so even though you deleted it, it will show up in the app. You have to kill the app and re-launch. This will be fixed as soon as Apple approves the new beta.

2. The delete calendar dialog box had default text in it - this is also fixed in the next version.


Let me know if you can find the calendar entries messing up synchronization!


Jeff


https://testflight.apple.com/join/x0Y0y7dq

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watchOS 5 and Outlook 365 Calendar not syncing

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