I am using jaunty amd64, and am having this issue.

I did a tcpdump with encryption turned off (starttls encryption refuses
to work but works fine on all other clients I use).

I never see it attempt to auth, even though server requires auth is checked.
I does the helo, them mail from, rcpt to, and gets rejected.

I have been playing with it, and seems no matter what options I change,
it just won't send my authenication to my smtp server.

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Evolution cannot send email using encrypted SMTP server
https://bugs.launchpad.net/bugs/27086
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