I had to start Outlook in Safe Mode (several times) and disable the iCloud add-in. Microsoft technicians that I contacted online did NOT recommend this.Īfter the recent iCloud update and a recent Windows 10 update, I was initially unable to open Outlook on either machine. One suggestion I received was to uninstall the iCloud add-in, restart the PC, run disk cleanup to delete temporary files, then run an in-place Office repair and re-install the iCloud add-in. ![]() ![]() I tried all of the above as both of my computers – one a Windows 10 desktop machine with Outlook 2013 and the second a Windows 10 laptop with Outlook 2016 both crashed when Outlook opened recently (February 22, 2020). Contacts and Calendar from iCloud missing or not synching after upgrading to Windows 10 or Outlook 2016.Fix: Windows 10 iCloud Calendar not syncing with Outlook.Re-enabling a disabled add-in for Outlook 2016.How to fix the iCloud Outlook plugin after Win10 update.There are a number of posts on line about how to resolve this issue including: This is about how the iCloud add-in for Outlook does not work either after an iCloud update or a Windows 10 update. I’m in a situation where Apple says contact Microsoft and Microsoft says contact Apple.
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