Hi @aheinecke
I Can confirm, its working for me fine now.
thanks
Martin

Hi @aheinecke
Its also german:

:-)
I can confirm, that 2.0.6-beta14 is working and until now, Outlook did not crash :-)
Great work, thanks!

I can also confirm that 2.0.6-beta9 fixes my issue with this too. Also with my own exchange server!

In T3656#109404, @aheinecke wrote:

But that's it.
With these Options set and explicitly unchecking Sign & Encrypt before sending I get the exact same behavior that you two describe. Mails are sent unencrypted.

In T3656#109402, @JHohmann wrote:

Yes, I also have this option enabled:

And no, I disable Signing and Encryption, before enabling PGP Encryption for the specific email

I have now also the error T3662
Will try also 2.0.6-beta9

OK, found the problem now. Its the smime settings. I have set them to sign all outgoing mails. And thats where the problem starts...

Ahh, and yes I use a public personal s/mime cert to sign my mails. nothing else.

My too, no outgoing rules.

Quoted Text

I sent it to a user on a different Mailserver. On my setup its nothing special... Win 10 Enterprise N en, Office 365 Pro Plus en, Kaspersky Internet Security. Server Win 2012 R2 with Exchange Server 2013 and GFI Mailessentials.
I don't think there is anything special... :-(

I disabled all my add-ins and tested it again. Still the same. Mails are sent unencrypted.
Tried also to send a plain text message

Enabled Logging, and here the results with some Errors inside...