Jay Bendon:
> I think i mis-spoke
> 
> i set:
> 
> debug_peer_level = 3
> and
> debug_peer_list = smtp.gmail.com
> 
> prior to setting that all i was getting was this error in the log:
> 
> Feb 11 18:23:18 nagios postfix/smtp[22559]: 261085EEB34:
> to=<jay.ben...@powerdnn.com>, relay=smtp.gmail.com[74.125.47.109]:587,
> delay=1040, delays=1039/0.03/0.57/0, dsn=4.7.0, status=deferred (SASL
> authentication failed; cannot authenticate to server
> smtp.gmail.com[74.125.47.109]: no mechanism available)

Postfix also logged this message:

    Feb 11 18:23:18 nagios postfix/smtp[22560]: warning: SASL authentication 
failure: No worthy mechs found

You would have found this if you had taken my advice to turn
of the verbose logging.

Now you can proceed to http://www.postfix.org/SASL_README.html and
find the description of the remedy for this.

        Wietse

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