On Wed, 2017-07-19 at 23:31 +0000, Chad Cordero wrote: > It’s being rejected before it even reaches the mailbox Is it rejected because of the recipient address or the sender address? In your log message, I noticed this sender address: from=<root at csusb.edu> In case your mail server is rejecting it because of the sender address you can do this: create a file /etc/postfix/sender_canonical with contents like: root _valid_sender_address_ Then run: postmap /etc/postfix/sender_canonical -- Ian