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Note to Self: iCloud and Outlook 2019

As this was causing me a lot of grief and I felt lucky to find this post, a mirror copy of a howto on anwers.microsoft.com regarding setting up Outlook and iCloud. I have no idea why this is so hard to get right in the first place…

Outlook iCloud Error 0x800706ba & iCloud Synchronization 0x800CCC0E Errors – My Solution

Outlook iCloud Error 0x800706ba” occurs when you start iCloud for Windows and select Mail, Contacts and Calendars. It tries synchronizing a few items then fails with this error because there is no default profile set. There is a reason for this, please see below.

It has taken me 5 months to find a working solution. Tried by Microsoft Support was; a) Reinstall iCloud, b) Try single user mode and other Registry hacks. Tried by me was a complete repair of Office. None of these changed the symptoms.

Now iCloud doesn’t like an IMAP-based profile like my Gmail OST file. At https://www.slipstick.com/outlook/outlook-icloud-error0x800706ba/, I found the solution:

  1. Create a new PST-based profile in Outlook (Outlook: File > Account Information > Account Settings > Manage Profiles > Data Files …). Select this new PST as the default.
  2. Close Outlook.
  3. Apply the iCloud settings for Mail, Contacts and Calendars. It will now complete.
  4. Open Outlook to check that iCloud is working with the new PST profile.
  5. In Outlook, go to (Outlook: File > Account Information > Account Settings > Manage Profiles > Data Files …). Select your original IMAP-based OST profile as the default. Delete the temporary PST profile and then close Outlook.
  6. Restart Outlook. It should still be working with iCloud. Maybe your Mail, Contacts and Calendars are beginning to synchronize (see the next section if not).

Now you might also have an “iCloud Synchronization 0x800CCC0E” Error. This will mean that Mail, Contacts and Calendars won’t synchronize. I found the solution for this at a post in the Microsoft Community “How to fix iCloud Synchronization 0x800CCC0E ‘Outlook cannot synchronize subscribed folders’ Error” by Paul 007. The reason is a broken password in the iCloud email sync within Outlook due to iCloud 2FA (Two Factor Authentication). This is what you do:

  1. In Outlook, open (File > Account Information > Account Settings > Account Settings…).
  2. Select your iCloud Email Account, then Repair…
  3. Select Advanced options and tick (select) “Let me repair my account manually“. Click [Repair] at the bottom. A window opens where you can see the password. This could be extremely long but nevertheless delete everything in the password field. This password has been concatenated-to by scores of attempts to set up iCloud in Outlook.
  4. In a browser, go to Apple ID login page (https://appleid.apple.com) and login with your Apple ID, password and two-factor 6-digit code (sent to your other device – usually an iPhone).
  5. Look at the Security section and APP-SPECIFIC PASSWORDS then Generate Password…
  6. There will be another password and two-factor challenge to do this but when it’s done a password is generated. Copy this password exactly.
  7. Back in Outlook from step 3 above, paste the password into the Password field of your iCloud email account and follow the prompts to enable this. It should start synchronizing immediately.
  8. If synchronization doesn’t start, go to Home > Send/Receive All Folders and click it. All folders should sync.

Enjoy!

Many thanks to Bikegreeny