From: Jamie Starkel - Defenseweb Technologies (jamie.starkeldefenseweb.com)
Date: Tue May 02 2006 - 11:26:58 CDT

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I'm trying to test sending some outgoing mail from my new relay server
and it looks like most things I send to gmail aren't making it.

I can send a message with the word 'test' in the subject and body and it
will make it:

May 2 09:21:42 smtp postfix/smtp[1050]: 71ED17FDD:
to=<jstarkelgmail.com>, relay=127.0.0.1[127.0.0.1], delay=0,
status=sent (250 2.6.0 Ok, id=31157-02, from MTA([127.0.0.1]:10025): 250
Ok: queued as BF57C7FE0)

May 2 09:21:42 smtp postfix/qmgr[27352]: 71ED17FDD: removed

If I send another email with a few paragraphs of text it won't make it
(notice the last few lines):

May 2 09:22:26 smtp postfix/smtp[1050]: 165D67FDD:
to=<jstarkelgmail.com>, relay=127.0.0.1[127.0.0.1], delay=0,
status=sent (250 2.6.0 Ok, id=30922-06, from MTA([127.0.0.1]:10025): 250
Ok: queued as 556717FE2)

May 2 09:22:26 smtp postfix/qmgr[27352]: 165D67FDD: removed

May 2 09:22:27 smtp postfix/smtp[1059]: 556717FE2:
to=<jstarkelgmail.com>, relay=gmail-smtp-in.l.google.com[66.249.83.27],
delay=1, status=sent (250 2.0.0 OK 1146586946 i39si6225476wxd)

May 2 09:22:27 smtp postfix/qmgr[27352]: 556717FE2: removed

The emails will just sit in the mailqueue for days and never clear out.
Looking in the logs I am also seeing things like this:

May 2 09:25:10 smtp postfix/smtp[1040]: B400F7FD3: conversation with
gmail-smtp-in.l.google.com[72.14.205.27] timed out while sending end of
data -- message may be sent more than once

Is this just gmail's server being flaky or what?

Jamie Starkel

Systems Administrator

DefenseWeb Technologies

jamie.starkeldefenseweb.com

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