Here's why. Because of the world wide spam epidemic many email servers will not honor such an email.
The lesson looks clear to me. Stop masking the "sender" field.
I am currently running Outlook 2003 on a Windows 2003 server. Our web host send emails from a form on one of our website's pages to the senior partner at my firm. I've told them at least twenty times that this will not work if they are masking the "sender" field with an address from within our domain (administrator). Despite this they keep ?fixing? the problem by changing the address of the sender to some other person in the domain. Typically it takes about a week of calling to initiate a week of ?fixing,? which results in a new error. I?d love to just tear into the website and re-write the form, but I?m just some law clerk in charge of calling in about problems and we pay Lexis Nexis the big bucks to .. well... suck.
In the meantime all the failed messages end up as undelivered mails in the Administrator?s mailbox (because the administrator is currently the ?sender?). I can log-in and re-send the emails and everything is fine, but this is annoying - I have to close all my work, log out, and log in as the administrator every hour or so and check through all the mail for form email and resend it -then log out, log in as me, and do my real job.
Is there a way, for the meantime, that I can just have outlook resend all emails that have an option to resend?