On Tue, 6 Apr 2010 07:41:31 -0400, Daniel L'Hommedieu
<dlhommed...@gmail.com> articulated:

> On Apr 5, 2010, at 23:51, Sahil Tandon wrote:
> > On Mon, 05 Apr 2010, Jeff Lacki wrote:
> >> I havent touched the config in a few weeks so nothing should
> >> have changed from when it worked.  My server relays through
> >> my ISP.  My domain DNS records are working fine and I checked
> >> for blacklisting and Im not blacklisted.  The log file shows
> >> 250 sent.
> >> 
> >> I tried commenting out the relay_host line so it would go
> >> directly to gmail and I got:
> >> 
> >> Apr  5 22:33:01 myserver postfix/smtp[27160]: connect to
> >> alt3.gmail-smtp-in.l.google.com[209.85.218.17]:25: Connection
> >> timed out Apr  5 22:33:31 myserver postfix/smtp[27160]: connect to
> >> alt4.gmail-smtp-in.l.google.com[74.125.157.27]:25: Connection
> >> timed out Apr  5 22:33:31 myserver postfix/smtp[27160]:
> >> 2372872E0D7: to=<myem...@gmail.com>, relay=none, delay=660,
> >> delays=510/0.02/150/0, dsn=4.4.1, status=deferred (connect to
> >> alt4.gmail-smtp-in.l.google.com[74.125.157.27]:25: Connection
> >> timed out)
> >> 
> >> It just keeps repeating this after the retry period (Im assuming).
> >> 
> >> Anyone have any idea what to check next or why this
> >> might be happening?
> > 
> > Something (likely a firewall) is prohibiting you from directly
> > connecting to the gmail.com MX; I am able to connect to it just fine
> > from here.  If you typically send mail via a relayhost, continue
> > doing so, and ask the admins of said relayhost to help troubleshoot
> > your problem with delivery to gmail.  This is not a Postfix issue.
> 
> Jeff,
> 
> It's just what Sahil said.  Your ISP is blocking outbound SMTP, at
> least to gmail, so you will only be able relay through your ISP.

Why not just use port 587? You will have to configure SASL, etc;
however, once done it should work just fine. That is how I do it.

-- 
Jerry
postfix-u...@seibercom.net

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