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Outlook 2019 iCloud Addin Says Wrong Password

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Hi I have a peculiar problem. Not sure if this is the right forum. I am using a Windows machine. The Outlook 2019 add-in for iCloud says "wrong password" on the refresh button in the iCloud section of the ribbon. Clicking the button doesn't help at all. iCloud has two-step enabled. iCloud for Outlook fails to sync calendars and maybe contacts too. This started after upgrading from Office 2016 to Office 2019. It worked before the upgrade. Also before I was trying to move calendar events from a secondary calendar to a main iCloud calendar for organizational purposes but it wouldn't let me which is why I upgraded (I also couldn't link to Microsoft Teams from emails). I have tried the following:


1.            Disabling email/contacts/calendar sync for Outlook in the iCloud for PC settings and reenabling

2.            Signing out of iCloud for PC and signing back in

3.            Uninstalling and reinstalling both iCloud for PC from the Microsoft Store and iCloud for Outlook from apps & features

4.            Disabling and reenabling the iCloud add-on in Outlook

5.            Repairing Office 2019 twice using online repair (for some reason Office disappeared after this both times and I had to reinstall it)

6.            Uninstalling iTunes

7.            Using an app-specific password for the iCloud email account in Outlook, which does work and allows me to send/receive iCloud email but doesn't fix the calendar issue


Any ideas on how to correct this error so that I can use iCloud calendar and contacts for Outlook? Do you need any additional information?



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