Outlook 2016 insists that I "have no certificates which can be used to send from your email address", but I have two...

  • Thread starter Thread starter Jay Libove
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Jay Libove

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Outlook 2016 is refusing to let me digitally sign an email, saying:


"Microsoft Outlook cannot sign or encrypt this message because you have no certificates which can be used to send from your email address.


Yet, I have two such certificates, each of which contain SubjectAltName containing:

"RFC822 Name=libove@felines.org"
(libove@felines.org is the email address from which I'm trying to send the message, as which I'm trying to sign the message).

Enhanced Key usage for these certificates include:

Secure Email (1.3.6.1.5.5.7.3.4)
Client Authentication (1.3.6.1.5.5.7.3.2)


So, why, really, is Outlook refusing to allow me to use these certificates to sign emails?

thank you,
Jay Libove, CISSP, CIPP/US, CIPT, CISM

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