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If the MyDesk add-in is missing from shared calendars in Outlook Classic, you can start with the following:
Verify that the add-on is installed and activated on the affected user.
Control the user's access to the shared calendar.
Compare Outlook version and setup with a user where the add-in works in a similar shared calendar.
Check if updates are available for the MyDesk add-on.
If the problem persists, repairing the Office installation and reviewing any log files may be the next step in troubleshooting.