New answers tagged address-book
Can’t sync Outlook for Mac with calendars and contacts in Outlook.com, iCloud, Gmail accounts Outlook for Mac does not currently support CalDAV or CardDAV. This means that it is not possible to synchronize your Outlook on the web, iCloud, Gmail calendar or contacts with Outlook 2016 for Mac. However, Outlook 2016 for Mac does support iCloud Mail. For more ...
You cannot have more than one contact with the same name in your iPhone so it sounds like your iPhone is merging them together. Try adding a last name/nick name to have them as two separate contacts.
By nickname do you mean the short user name of the logged in user? Nickname seems to be only available in contacts and the user might not have set his contact card. You can get short user name by getting system info set _info to system info set _nickname to short user name of _info
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