Found a far superior solution. The problem that the powers that be thought
it would fix, it wouldn't fix anyway.  I finally convinced them of that and
so that's the end of that.

Nevertheless, thanks to all who replied.

-- Rob




On 2/12/10 9:30 AM, "Noel Jones" <njo...@megan.vbhcs.org> wrote:

> On 2/12/2010 11:21 AM, Michael Saldivar wrote:
>> On Wed, Feb 10, 2010 at 5:54 PM, Rob Tanner <rtan...@linfield.edu
>> <mailto:rtan...@linfield.edu>> wrote:
>> 
>>>> TLS is enabled on port 25 of our server and it has a regular Thawte
>>>> certificate behind it.  Tests with Thunderbird using PLAIN
>>>> authentication (SASL method) work perfectly.  From our point of
>>     view,
>>>> all we really want to protect in any SMTP transaction are the user
>>>> credentials (uid/passwd) and what we are doing is currently
>>>> sufficient.  Google, on the other hand is doing something
>>     different or
>>>> expecting something different and I have no idea what.  If you are
>>>> successfully using a similar setup with Gmail, could you please pass
>>>> on your wisdom.
>>> Watch your postfix logs and start debugging when gmail tries to
>>> authenticate against your server....
>> 
>>     The problem is the log files are rather large (a quarter million
>>     lines since
>>     the 4 am roll this morning, and there are lots of google entries.
>>       In other
>>     words I've already spent time just trying to find the entries.  Any idea
>>     about particular keywords that I might look for?
>>     .
>>>> 
>>>> Thanks,
>>>> Rob
>> 
>> 
>> 
>> An easy way to watch is to tail -f the logfile, tell Gmail to send a
>> message, and then watch the log scroll past.  You will see the
>> authorization attempt and your server's response.
>> 
>> Also, in your Gmail account, check the submission port.  There's a drop
>> down list from which you can choose 25, 465, and 587; it defaults to 587.
> 
> And another great trick for finding stuff in your logs is to
> tag submission entries with a different syslog_name.
> 
> # master.cf
> submission ... smtpd
>    -o syslog_name=postfix-submission
>    ...
> 
> http://www.postfix.org/postconf.5.html#syslog_name
> 
> 
>    -- Noel Jones

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