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

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