This problem was originally caused in part by having the Windows Store version of Office preinstalled and installing the Click to run version from. I have also confirmed that the iCloud Outlook Add-in is shown as Active in the Outlook File/Options/Add-ins screen. I worked with Apple Support and Dell Support, uninstalled and reinstalled both applications, restarted my system many times, all to no avail. I have one profile in Outlook, with the "Always use this profile" selected. Check your Outlook settings and try again." When I check the box for Mail, Contacts, Calendars I get an error message: "Setup can't continue because Outlook isn't configured to have a default profile. I am trying to setup Microsoft Office 365 Outlook to sync with iCloud.
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