Outlook and LDAP address book for S/MIME purposes not always working

  • Thread starter Thread starter Mike22april
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Mike22april

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I've got an LDAP made publicly available, for the purpose of third parties being able to email me and my colleagues in an encrypted manner using S/MIME.

The LDAP can be used over HTTPS to manually download the S/MIME certificate, and it also support LDAPS on port 636, so it can be added as an address book in various email clients, using a custom search.

The SSL certificate is publicly trusted and comes from GlobalSign.


This all works fine for me and various other people outside my organization with Outlook 2016 and its Office 365 counterpart. Using both a specific search on the LDAP address book, and by simply typing the mail address in the TO or CC field.

However I recently heard from several people using also Outlook 2016, that when using the exact same LDAP configuration in their mail client, they CAN search the appropriate email address and corresponding S/MIME details when specifically selecting the LDAP address book. However they CANNOT get any returned results when simply typing the email address in a TO or CC field.


So it seems that in some cases Outlook will not automatically search all address book when using the TO or CC field.


What could be the cause of this behavior? What would be the fix?


Your help is much appreciated

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