Note: Please post both bugs and any workarounds you have found. I'll start it off below. Bug: My installation seemingly went OK, but now Calendar isn't syncing. I tried resetting the Watch, unpairing it and re-pairing it, and even setting it up as a new Watch. Nothing is getting my Calendar entries to show up on the Watch. Ugh. To be fair, it is possible it is a bug with the security profile on my iPhone. We haven't officially approved iOS 9 at our office yet. I might take my Watch to the Genius Bar to see if they can test it on another iPhone. If it syncs, then that is likely what the problem is. [See Update] Workaround: None so far. Update: It's my security profile. On a whim, I uninstalled my enterprise settings, and immediately the Watch synced my personal calendar. So for now I'll just make do with my iPhone calendar until our IT department sorts things out with iOS 9.