On Wed, 3 Mar 2010, Colin Johnston wrote:

> I've just downloaded xmail (windows) and I'm trying to set it up to fulfil 
> our specific requirements.
> We only need xmail to relay all mail it receives from local sources, choosing 
> the destination smtp server depending on the destination domain. Local 
> traffic should go via our internal smtp gateway (anonymous, unencrypted) (say 
> internal.net), but external traffic should go via a TLS-encrypted smtp server 
> using a specified username and password (say secure.net). Ideally we'd also 
> like to replace the message body of any email going to an external 
> destination other than secure.net with a simple link or general text.
> 
> To make this work I've set up anonymous relaying from the local network 
> (works OK) and also added entries to the smtpfwd.tab file (this doesn't cover 
> other external addresses but I want to get the basics working first):
> 
> "internal.net" "smtp.internal.net"
> "secure.net" "smtp.secure.net:587,NeedTLS=1"
> 
> However I don't think I can put the authentication details in this file, so 
> I've created another file \userauth\smtp\smtp.secure.net.tab with the 
> following entries:
> 
> "LOGIN" "myusername" "437687234219932"
> 
> (with tabs beween quoted entries)
> 
> Note that I've also tried replacing "LOGIN" with "PLAIN". The password has 
> been created by XMCrypt.
> 
> Sending email destined for internal.net addresses is relayed correctly, but 
> mail sent to secure.net addresses does not get there. The usual error is 
> Client not authenticated, but trying different settings I've also had 
> authorization method errors. I've checked the password and can send mail via 
> secure.net if I use my mail client (unencrypted) routing through a local 
> stunnel daemon rather than xmail.
> 
> Have I got the settings corrent? What else can I do to make this work?

There are two ways to talk TLS in the SMTP world.  SMTPS, which is TLS 
since time zero, or STARTTLS which starts in clear and then uses STARTTLS 
to switch to TLS.
I noticed that XMail at the moment does not support the former, which I 
will add for 1.28.



- Davide


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