Hi there, I just realized that Gmail has been silently discarding several of my root emails over the past few days mostly containing stats and log checks and the likes coming from my server. Basically in my /etc/aliases file most of the system accounts redirect to root and root redirects to my Google Apps email address (ovidiu at pacura dot ru) Here is an excerpt from my log file: Code: (1:539)# cat /var/log/mail.log | grep E3E844240CE May 21 00:12:26 h2118175 postfix/cleanup: E3E844240CE: message-id=<20140520221225.081274240AF@h2118175.stratoserver.net> May 21 00:12:27 h2118175 postfix/local: CF3CB4240A3: to=<email@example.com>, relay=local, delay=0.15, delays=0.08/0/0/0.07, dsn=2.0.0, status=sent (forwarded as E3E844240CE) May 21 00:12:27 h2118175 postfix/qmgr: E3E844240CE: from=<firstname.lastname@example.org>, size=15088, nrcpt=1 (queue active) May 21 00:12:27 h2118175 postfix/smtp: E3E844240CE: to=<email@example.com>, orig_to=<firstname.lastname@example.org>, relay=aspmx.l.google.com[220.127.116.11]:25, delay=0.85, delays=0.07/0/0.16/0.61, dsn=5.7.1, status=bounced (host aspmx.l.google.com[18.104.22.168] said: 550-5.7.1 [22.214.171.124 12] Our system has detected that this message is 550-5.7.1 likely unsolicited mail. To reduce the amount of spam sent to Gmail, 550-5.7.1 this message has been blocked. Please visit 550-5.7.1 http://support.google.com/mail/bin/answer.py?hl=en&answer=188131 for 550 5.7.1 more information. cq10si18502940lad.77 - gsmtp (in reply to end of DATA command)) May 21 00:12:28 h2118175 postfix/bounce: E3E844240CE: sender non-delivery notification: EAC784240AF May 21 00:12:28 h2118175 postfix/qmgr: E3E844240CE: removed And if you visit the link they give: https://support.google.com/mail/answer/175365?hl=en It says: We recommend that you do not change the envelope sender when forwarding email to Gmail. What is happening here? Any help would be much appreciated. I thought I was using postsrsd rewriting sender envelopes to fix exactly this problem?