> From: Jim Robertson <[email protected]>
> Date: Wed, 10 Feb 2010 06:30:51 -0800
> 
> On the Mac, the first time I try to send a message after launching Entourage
> (2008 EWS, fully updated), I'm greeted by a dialog that says the message
> will be encrypted but not secure (what does that MEAN, by the way), but if I
> click the button to send it, it transmits; second and subsequent messages
> (as long as I don't quit Entourage) don't prompt this message.

This sounds like a certificate error.

Your IMAP mail is getting encrypted using SSL, which means Entourage is
trying to verify the certificate presented by the mail server.

However, the mail server's certificate is probably self-signed and you don't
have access to the root certificate server to verify its authenticity.

The message essentially means that, yes, your data is getting encrypted as
it travels between your machine and their server. However, because you can't
verify the authenticity of the certificate, you can't really be sure you are
indeed connecting to the correct mail server or a rogue mail server trying
to pick up your communications.

Only the mail server's administrator can fix this.

Hope this helps!

-- 

bill

Entourage Help Page <http://entourage.mvps.org/>
Entourage Help Blog <http://blog.entourage.mvps.org/>
YouTalk <http://nine.pairlist.net/mailman/listinfo/youtalk>
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