On 2015-05-23 11:27 -0700, Mun wrote:

Mun> Indeed.  I use a send-hook to accomplish the change to "from".
Mun> However, I recently found at least one destination bounced my mail
Mun> because it detected that I didn't actually send the email from the
Mun> domain stated in "from:".  Here's the error within the bounce
Mun> e-mail:

>  Sender address rejected: This gmail.com mail didn't
>     really arrive via a gmail.com mail server (in reply to RCPT TO command)

Did you have a good reason to bypass Google servers?  If not, using
gmail as a relay would likely work around this.

Exim can be configured to conditionally relay some messages depending on
foo.  Other MTAs probably can, too.

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