iCloud for Outlook Incorrect Username or Password

NEW UPDATE FOR AUGUST 2022

In July this above fix stopped working due to an update and the only way I found to fix it at the time was to completely uninstall and reinstall iCloud, starting with manually removing the iCloud outlook add-in. But that takes hours, removes all iCloud data from the system, and then re-syncs. And I had to do it three times. Way too much effort.

Then this past week iCloud forgot its password for outlook synchronizing again, and I wasn't willing to uninstall and reinstall again, so I kept fiddling around until a new set of steps revealed itself. This one is just five minutes, and hopefully it will work moving forward. That may sound overly optimistic, but looking at the steps in hindsight, they now make sense.

1. Run iCloud setup as the logged-in iCloud user
2. Un-check the "Contacts and Calendars with Outlook" option, apply and close.
3. Run Outlook, go to File / Options / Add-ins / Manage COM Add-ins / Go...
4. Disable the iCloud Outlook addin, close Outlook
5. Run Outlook as administrator, disable iCloud addin as per 3&4 above
6. Now /remove/ the iCloud addin, still as Administrator.
7. Close Outlook (may need to reboot -- feel free to try both ways)
8. Run iCloud setup as the logged-in iCloud user
9. Check the "Contacts and Calendars with Outlook" option, apply and close.
10. Run Outlook as administrator, go to File / Options / Add-ins / Manage COM Add-ins / Go...
11. Manually add the iCloud Outlook Add-in from the file in %ProgramData%, typically: C:\ProgramData\Apple Inc\iCloud\Outlook\aplzod32.dll
12. Close options.
13. The iCloud outlook add-in toolbar icon will say "wrong password" instead of "refresh". This is fine because Outlook was started as administrator and is using the wrong credential cache
14. Close outlook
15. Re-open Outlook as the logged-in user and it should now be happy and show "refresh"

jmcrawf