Calendars not syncing after watchOS 2 update?

Couple of observations :

1. Prior to the update to WatchOS 2.0 the calendar entries were showing up on the Apple Watch. This included both personal as well as company calendar entries.
2. I have some MDM policies on my phone for my corporate email.
3. Subscribed Google Calendars e.g. Holidays In Singapore shows up on Apple Watch but not for the rest of my Google Calendar entries.

Given what you have already tried, contact Apple Support: https://www.apple.com/support/watch/contact/

Same issue. All my hundreds of previously synced entries have gone from the watch and new ones aren't syncing either

Exactly the same issue here. I hope they can fix it soon

I have the same issue, already did the reset/unpair/reboot stuff.

Still not working.

BTW me too I have MDM policies on the phone, could this be?

But Google calendar is not showing either...

This suggests removing MDM profiles solves the issue (also for non MDM provisioned calendars)

https://forums.developer.apple.com/message/51161#51161

question is whether the issue is in the MDM, the profile config or watchos?

same for me - my enterprise Exchange calendar not displaying - MDM profiles are on my iPhone

(also my Photo's arent syncing, but maybe that is separate!)

On #3 the only entry from https://p18-calendars.icloud.com/holidays/sg_en.ics shows on both the iPhone and AW.

Same here - no single calendar is showing. Well done, Apple.

and, yes, please contact Apple Support to drive awareness. Thanx.

Same issue here with MDM restrictions

This is a particularly vexing issue because the calendar notifications are the major use case for me. I am a business user... I live and die by my many calendar entries. I cannot be alone in this. The watch calendar was buggy and unreliable in 1.0.1. I had to reset my sync data every week or so or random calendar entries would not sync. What good is a calendar if it is not reliable? Now in 2.0, no entries whatsoever are syncing, Net result, the calendar remains a joke and the watch remains in the toy rather than tool category. I would imagine lots of business users have similar MDM restrictions.

There is no confirmation that MDM is causing the issue, right?

All these policies do not affect Apple Watch from my point of view.

This would appear to be related to it, and implies there is no solution currently: https://forums.developer.apple.com/thread/17129

It definitely seems like an error with the MDM profile blocking the sync between the Watch and the iPhone. Once I deleted the profile from the phone, the calendar synced perfectly, but as soon as I reinstalled it, I was showing no events on my watch. Seems like something has to be updated either from Apple's side or from an internal IT side.