iCloud Drive may not work properly. Please check the iCloud preference pane. Couldn't communicate with a helper application.

[jhaff]

Is anyone else seeing this issue? We're deploying High Sierra 10.13.6 and every time a new user logs in, this dialog appears: "iCloud Drive may not work properly. Please check the iCloud preference pane. Couldn't communicate with helper application."

We're disabling the iCloud setup assistant which is working fine, but all of a sudden on our most recent builds, this message shows up every time. The dialog eventually disappears without user interaction, but I'd like to prevent it from displaying at all.

Thanks!

[jhaff · Accepted solution]

figured it out. in our default config profile, under the security & privacy payload, we had enabled "allow user to unlock Mac using an Apple Watch." for whatever reason that triggered the iCloud message during first login for all users.