I did a little more messing around with this. The problem seems directly related to the OS that's running on the machine. When I use either postfix or telnet to connect on a machine running CentOS or an older version of Fedora it does not work correctly, however if I use a Windows or a machine running Fedora 16 is works fine. I tried the different machines on the SAME IP address. However as this seems to be more OS related than postfix (as it is effecting when I telnet to port 25 as well) I will move this over to an OS list.
Tom Thomas E. Casartello, Jr. Wireless Network Technician Linux System Administrator Information Technology Wilson 105A Westfield State University -----Original Message----- From: owner-postfix-us...@postfix.org [mailto:owner-postfix-us...@postfix.org] On Behalf Of Casartello, Thomas Sent: Monday, January 23, 2012 5:39 PM To: Postfix users Subject: RE: Problems sending to Mobile Me Well being blocked was what I was thinking at first as we do have some users who have fallen for phishing emails and my superiors won't let me scan outgoing email with our spam filter so I have had to get us unblocked from different peoples' block lists, but I tried another machine with a similar configuration that does not send any outgoing messages out and it does the same type of thing though I suppose they could have multiple addresses blocked. However even from the outgoing machine I can complete the telnet SMTP conversation, I Do not get any errors after EHLO, MAIL, RCPT, DATA, etc and was able to send a message through it, just doesn't give that 220 right away unless I send some other input after making the connection. It must be something on my end so I'll keep looking. Thanks for the response, Tom Thomas E. Casartello, Jr. Wireless Network Technician Linux System Administrator Information Technology Wilson 105A Westfield State University -----Original Message----- From: owner-postfix-us...@postfix.org [mailto:owner-postfix-us...@postfix.org] On Behalf Of Wietse Venema Sent: Monday, January 23, 2012 4:35 PM To: Postfix users Subject: Re: Problems sending to Mobile Me Wietse Venema: > > Thinking that postfix > > must wait to get that 220 message before trying to send any commands. > > Anyone else had this kind of issue? I did notice when I do a telnet > > SMTP session to that server from my workstation (a Windows machine) > > I get the 220 message when it connects. > > Perhaps they have blacklisted your IP address, because it was sending > spam or malware from an infected machine. Another possibility is "security" software on the server itself (reportedly, some anti-virus products mess with outbound SMTP). Wietse