Does his machine's smtproutes record include a username and password? It
needs that in order to authenticate. I believe the wiki has details.

Johannes Weberhofer, Weberhofer GmbH wrote:
> Hello everyone!
> 
> I have a question related to the smtproutes. I want to force one of my
> customers to route external mails through my server, internal mails
> should stay within his office.
> 
> I have set up an qmail-toaster within the office which operates
> perfectly. My server works perfectly, too. When I modify the smptroutes
> to forward all mails to my server's submission port the customer always
> gets an error message like this:
> 
> ------------- returning mail's content
> <[EMAIL PROTECTED]>:
> Connected to 80.237.247.145 but sender was rejected.
> Remote host said: 503 AUTH first (#5.5.1)
> -------------
> 
> Do you have any ideas how this could be done? Unfortunately the sender
> does not have a fixed IP address, so he must send authenticated only.
> Also sending via port 25 does not work. Do you have any ideas? Below you
> see all the relevant settings and log-files.
> 
> Best regards,
> Johannes Weberhofer
> 
> 
> 
> 
> -------------
> /var/qmail/control/smtproutes at my customer's server
> 
> weberhofer.at:mail.weberhofer.at:587 [EMAIL PROTECTED] password
> 
> 
> -------------
> submission/current in my relaying mail server:
> 
> @400000004817317702ef9834 CHKUSER accepted sender: from
> <[EMAIL PROTECTED]::> remote
> <server.office.mycustomer.domain:unknown:YYY.YYY.YYY.YYY> rcpt <> :
> sender accepted
> 
> -------------
> smtp/current at my customer's server:
> 
> @40000000481731762d9096c4 status: local 0/10 remote 1/60
> @400000004817317701c5b27c delivery 83: failure:
> Connected_to_XXX.XXX.XXX.XXX_but_sender_was_rejected./Remote_host_said:_503_AUTH_first_(#5.5.1)/
> 
> @400000004817317701c5c21c status: local 0/10 remote 0/60
> 
> 
> --------------
> trying to send via port 25 results in the following smtp/current at my
> customer's server:
> 
> @400000004817350e1c560d1c delivery 87: deferral:
> No_supported_AUTH_method_found,_continuing_without_authentication.
> /80.237.247.145_does_not_like_recipient.
> /Remote_host_said:_451_http://www.spamhaus.org/query/bl?ip=YYY.YYY.YYY.YYY/Giving_up_on_XXX.XXX.XXX.XXX./
> 
> 
> 
> 


-- 
-Eric 'shubes'

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