> On Nov 19, 2016, at 10:59 PM, Morgen Sagen <sa...@apple.com> wrote:
> 
> 
> 
>> On Nov 19, 2016, at 7:04 PM, Ian Baker <idba...@gmail.com> wrote:
>> 
>> Hello,
>> 
>> We’re using CalendarServer via macOS Server.app v5.2.
>> 
>> Unfortunately, we’re having problems with calendar event invitations sent to 
>> external users via email.  We have the com.apple.calendarserver user 
>> configured in the Calendar preferences, but when the outbound invitation 
>> mail is sent, the log reports authentication issues. There is a mismatch 
>> between the password configured for the com.apple.calendarserver system 
>> user, and that entered in the Server.app preferences.
>> 
>> How does one modify the password for the com.apple.calendarserver system 
>> user, so that we can coordinate the two?
> 
> 
> There are two keychain items in play here.  One is labeled 
> “com.apple.servermgr_calendar" and it always stores the local 
> com.apple.calendarserver account password.  The other is labeled 
> “icalserver.invitations” and it stores the password for whatever IMAP/SMTP 
> account(s) you are using.  Normally that account is also 
> com.apple.calendarserver, but it may be different if the admin has chosen to 
> use an external mail service.
> 
> So you want to open the Keychain Access app and find the 
> com.apple.servermgr_calendar item.  It should contain the 
> com.apple.calendarserver password.  Copy that password and paste it into 
> Server.app’s “Edit invitation settings” dialog, thereby updating 
> “icalserver.invitations” item.
> 
> If things are really out of sync and the com.apple.servermgr_calendar 
> keychain item password does not match the com.apple.calendarserver user’s 
> actual password (because perhaps someone changed it), you can delete that 
> com.apple.servermgr_calendar keychain item, and then stop/start the calendar 
> service — it will detect the missing keychain item, generate a new random 
> password, assign it to the user and stick it in the 
> com.apple.servermgr_calendar keychain item.  It would be up to you to then 
> copy that into the Edit invitation settings.
> 
> Hope that helps,
> ~morgen
> 

That was exactly the info that I needed to fix the issue.

Many thanks Morgen - much appreciated!

Ian
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