phplist/Sendmail/FreeBSD: X-Authentication-Warning

If you enable the $message_envelope variable in the config.php file of phplist for processing bounces, sendmail will probably complain with the following header in your email:
X-Authentication-Warning: httpd set sender to using -f
This is because only “trusted users” are allowed to change the message envelope. By default, sendmail only considers root, daemon, and uucp as trusted users, so if you try changing the message envelope as the user Apache is running under (in my case httpd) sendmail will attach that nasty warning header to all your outgoing mails. Spam blockers don’t like this!

There are a couple of ways to fix this:

  1. Add httpd (or whatever user Apache is running under) to the daemon group:
    pw groupmod daemon -M httpd
  2. Add httpd (or whatever user Apache is running under) to Sendmail’s trusted-users file. Open up /etc/mail/ in vi and insert the following line:
    FEATURE(`use_ct_file') dnl # Trusted users
    Save & Exit.
    Now you must create the trusted-users file in /etc/mail:
    touch /etc/mail/trusted-users
    Open /etc/mail/trusted-users with vi and on one line simply add the name of the user under which Apache is running:
    Save & Exit. Run the following commands in /etc/mail to commit the changes to Sendmail and restart the server:
    make install
    make restart

That’s it, you should be good to go. Mail sent via PHP/Apache will no longer contain the X-Authentication-Warning header.

Note that there is a downside to this. Any user on your system can now use PHP to send email with “forged” headers. You basically just gave everyone on your system “Trusted User” status to Sendmail, so be sure that you trust your users before actually doing this!

UPDATE: How to do the same in Linux