Hello Doug,

Doug Jolley, 26.04.2006 (d.m.y):

> I have Exim 4.60 setup to do login authentication
> over TLS.  If I use openssl to do an interactive
> session and supply the appropriately encoded
> login and password, I get authenticated just
> fine.  However, if I try to connect using Outlook
> 2003 v. 11, authentication fails.

What does exim log when you try it?

> I know Outlook
> is very particular about the server prompts; but,
> I have been careful to follow the well settled
> guidance on that issue.  Can anyone offer a
> suggestion as to what might be the problem here?

I'm not sure, but I (pretend to) remember a warning concerning
Outlook's behaviour when using encrypted SMTP connections.

Maybe you can give "tls-on-connect" on port 465 (= SMTPS) a try...

Regards,
Christian

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