7 messages in net.sourceforge.lists.courier-usersRe: [courier-users] Re: Outbound auth...
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Bowie BaileyJun 23, 2004 1:23 pm 
Anand BuddhdevJun 23, 2004 2:55 pm 
Sam VarshavchikJun 23, 2004 3:29 pm 
Bowie BaileyJun 24, 2004 6:17 am 
Bowie BaileyJun 24, 2004 7:45 am 
Anand BuddhdevJun 24, 2004 9:03 am 
gam...@unixpeople.comJun 24, 2004 12:04 pm 
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Subject:Re: [courier-users] Re: Outbound authenticationActions...
From:gam...@unixpeople.com (gam@unixpeople.com)
Date:Jun 24, 2004 12:04:49 pm
List:net.sourceforge.lists.courier-users

I'm going to go out on a limb here. I may be wrong, but you can search for this on microsoft's knowledge-base if you like.

As it turns out, Outlook and Outlook express can't do STARTTLS, they need to do SSL from the get-go. This usually means that the server must listen on a different port for outlook clients (port 465 perhaps), if you've chosen SSL.

So, could it be that your windows clients are not talking to port 25 at all? but instead are talking to a different port on the bellsouth servers?

I'm just trying to suggest a possibility.

Anand Buddhdev wrote:

On Thu, Jun 24, 2004 at 09:17:41AM -0400, Bowie Bailey wrote:

220 mail.bellsouth.net ESMTP server (InterMail vM.5.01.06.08 201-253-122-130-108-20031117) ready Wed, 23 Jun 2004 18:28:26 -0400 EHLO default 250-imf00aec.mail.bellsouth.net 250-HELP 250-PIPELINING 250-DSN 250-8BITMIME 250 SIZE 26214400

Interesting. I get the same response from all their servers, but I'm currently using authentication when I send mail directly from my Windows box. Is it possible that the server accepts authentication, but doesn't advertise it?

Well, that would indeed be quite silly. How would any clients know to authenticate if AUTH isn't advertised?

Are you _sure_ your windows boxes are authenticating? Try doing a tcpdump of the connection between your windows box and the server to see what exactly is going on. I don't know enough about windows mail clients, but perhaps your mail client is falling back to an unauthenticated connection when it can't use SMTP AUTH.