Just to recap, I changed my password at work, and made the same change to 
my corporate email address account on Gmail. Some mails sent from Gmail as 
skipm at trdlnk.com get where they are going, but some are rejected with 
SMTP AUTH failures.

Here's one DSN I received (changing my colleague's email to "somebody" and 
obfuscating the "@" sign, otherwise simply copied from the bounce message):

Delivery to the following recipient failed permanently:

     somebody at trdlnk.com

Technical details of permanent failure: 

Google tried to deliver your message, but it was rejected by the relay 
mailhost.trdlnk.com by mailhost.trdlnk.com. [66.227.18.110].

The error that the other server returned was:

334 VXNlcm5hbWU6

334 UGFzc3dvcmQ6

535 5.7.8 Error: authentication failed: authentication failure

 (SMTP AUTH failed with the remote server)


Here are a few failures as recorded by our corporate mail server:


root@scout:/var/log # grep SASL mail|grep google

2015-09-22T15:43:02.024660-05:00 scout postfix/submission/smtpd[62099]: 
warning:mail-ig0-f175.google.com[209.85.213.175]: SASL LOGIN authentication 
failed: authentication failure

2015-09-22T21:42:56.373276-05:00 scout postfix/submission/smtpd[29827]: 
warning:mail-io0-f175.google.com[209.85.223.175]: SASL LOGIN authentication 
failed: authentication failure

2015-09-23T10:20:34.821713-05:00 scout postfix/submission/smtpd[33946]: 
warning:mail-io0-f178.google.com[209.85.223.178]: SASL LOGIN authentication 
failed: authentication failure


And a few successes:


root@scout:/var/log # cat mail | grep google|grep sasl_method=LOGIN|grep skipm

2015-09-22T21:42:56.344812-05:00 scout postfix/submission/smtpd[29826]: 
54263A1E7F: client=mail-io0-f171.google.com[209.85.223.171], sasl_method=LOGIN, 
sasl_username=skipm

2015-09-23T09:00:30.956370-05:00 scout postfix/submission/smtpd[23396]: 
E977EA1BC3: client=mail-ig0-f175.google.com[209.85.213.175], sasl_method=LOGIN, 
sasl_username=skipm

2015-09-23T10:01:24.326404-05:00 scout postfix/submission/smtpd[30558]: 
4FAB1A1BCA: client=mail-io0-f178.google.com[209.85.223.178], sasl_method=LOGIN, 
sasl_username=skipm


Other people at work who also use Gmail to read their company mail have 
encountered this problem at password change time as well. I went through it 
the previous times I updated my password, but the problem didn't seem to 
persist as long as it has this time.

Skip

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