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Am still learning and need help with the following. My php script on the server sends out a daily message to a list of subscribers. Of late I am receiving a 550 error message from mainly email addresses that are held by large portals like gmail, yahoo, hotmail, aol, etc. The bounced emails are sent back to my server with the server's general email address. Here is a typical example: This message was created automatically by mail delivery software. A message that you sent could not be delivered to one or more of its recipients. This is a permanent error. The following address(es) failed: boldarn@hotmail.com SMTP error from remote mail server after end of data: host spamexperts1.genwebserver.com [216.15.166.132]: 550 Messages should have one or no To headers, not 2. ------ This is a copy of the message, including all the headers. ------ Return-path: <h3rw1d@alvin.genwebserver.com> Received: from h3rw1d by alvin.genwebserver.com with local (Exim 4.80.1) (envelope-from <h3rw1d@alvin.genwebserver.com>) id 1VfXRe-003Hg6-Cb; Sun, 10 Nov 2013 10:01:02 -0600 To: boldarn@hotmail.com Subject: Daily/Monthly Numeroscopes for Monday, November 11th, 2013 by certuspersonality.com From: <do-not-reply@certuspersonality.com> To: Arne <boldarn@hotmail.com> Content-Type: text/html Message-Id: <E1VfXRe-003Hg6-Cb@alvin.genwebserver.com> Sender: <h3rw1d@alvin.genwebserver.com> Date: Sun, 10 Nov 2013 10:01:02 -0600 <p>Dear Arne,</p> ...snip... The error is that there are two To: addresses given in the headers (see above) which is not permissible by the receiving server. Question. What should the outgoing headers look like with only one To: address? Thanks for your help. Herward