1
DKIM Failing
Problem reported by Chintan K - May 25, 2016 at 4:57 PM
Submitted
I would like to report  issues regarding emails being tagged as spam due to DKIM key when the email is sent to multiple recipients. Smatermail detects the DKIM key as invalid if its sent to multiple recipients where as when it is sent to single recipient it passes the DKIM check and delivers the email normally. 
 
Please also note that problem is  while receiving the emails in Smarter Mail. The email is sent from different server. 
 
Below are the Logs for the same:
 
[2016.05.25] 10:29:48 [45870] Delivery started for sender@test.com at 10:29:48 AM
[2016.05.25] 10:30:31 [45870] Spam check results: [_SPF: Pass], [FIVE-TEN: passed], [HOSTKARMA - BLACKLIST: passed], [HOSTKARMA - BROWNLIST: passed], [HOSTKARMA - WHITELIST: passed], [SORBS - DYNAMIC IP: passed], [SORBS - PROXY: passed], [SORBS - SOCKS: passed], [SPAMCOP: passed], [SPAMHAUS - PBL: passed], [SPAMHAUS - PBL2: passed], [SPAMHAUS - SBL: passed], [UCEPROTECT LEVEL 1: passed], [UCEPROTECT LEVEL 2: passed], [UCEPROTECT LEVEL 3: passed], [_REVERSEDNSLOOKUP: passed], [_BAYESIANFILTERING: passed], [_COMMTOUCH: 0,Unknown], [_DK: None], [_DKIM: Fail], [BONDEDSENDER: passed], [SORBS: passed], [SPAMHAUS SBL+XBL: passed]
[2016.05.25] 10:30:34 [45870] Starting local delivery to user1@test.com
[2016.05.25] 10:30:34 [45870] Delivery for sender@test.com to user1@test.com has completed (Forwarded) Filter: Spam (high)
[2016.05.25] 10:30:34 [45870] End delivery to user1@test.com
[2016.05.25] 10:30:34 [45870] Starting local delivery to receiver@test.com
[2016.05.25] 10:30:34 [45870] Delivery for sender@test.com to receiver@test.com has completed (Forwarded) Filter: Spam (high)
[2016.05.25] 10:30:34 [45870] End delivery to receiver@test.com
[2016.05.25] 10:30:34 [45870] Starting local delivery to user2@test.com
[2016.05.25] 10:30:34 [45870] Delivery for sender@test.com to user2@test.com has completed (Forwarded) Filter: Spam (high)
[2016.05.25] 10:30:34 [45870] End delivery to user2@test.com
[2016.05.25] 10:30:37 [45870] Starting local delivery to spam.high@test.com
[2016.05.25] 10:30:37 [45870] Delivery for sender@test.com to spam.high@test.com has completed (Delivered) Filter: Auto mark as read
[2016.05.25] 10:30:37 [45870] End delivery to spam.high@test.com
[2016.05.25] 10:30:37 [45870] Delivery finished for sender@test.com at 10:30:37 AM    [id:-678407245870]
===============================================================================================
[2016.05.25] 14:25:23 [18388] Delivery started for sender@test.com at 2:25:23 PM
[2016.05.25] 14:26:04 [18388] Spam check results: [_SPF: Pass], [FIVE-TEN: passed], [HOSTKARMA - BLACKLIST: passed], [HOSTKARMA - BROWNLIST: passed], [HOSTKARMA - WHITELIST: passed], [SORBS - DYNAMIC IP: passed], [SORBS - PROXY: passed], [SORBS - SOCKS: passed], [SPAMCOP: passed], [SPAMHAUS - PBL: passed], [SPAMHAUS - PBL2: passed], [SPAMHAUS - SBL: passed], [UCEPROTECT LEVEL 1: passed], [UCEPROTECT LEVEL 2: passed], [UCEPROTECT LEVEL 3: passed], [_REVERSEDNSLOOKUP: passed], [_BAYESIANFILTERING: passed], [_COMMTOUCH: 0,Unknown], [_DK: None], [_DKIM: Pass], [BONDEDSENDER: passed], [SORBS: passed], [SPAMHAUS SBL+XBL: passed]
[2016.05.25] 14:26:06 [18388] Starting local delivery to receiver@test.com
[2016.05.25] 14:26:06 [18388] Delivery for sender@test.com to receiver@test.com has completed (Delivered) Filter: None
[2016.05.25] 14:26:06 [18388] End delivery to receiver@test.com
[2016.05.25] 14:26:06 [18388] Delivery finished for sender@test.com at 2:26:06 PM    [id:-678407218388]
===============================================================================================
[2016.05.25] 14:31:36 [18965] Delivery started for sender@test.com at 2:31:36 PM
[2016.05.25] 14:32:17 [18965] Spam check results: [_SPF: Pass], [FIVE-TEN: passed], [HOSTKARMA - BLACKLIST: passed], [HOSTKARMA - BROWNLIST: passed], [HOSTKARMA - WHITELIST: passed], [SORBS - DYNAMIC IP: passed], [SORBS - PROXY: passed], [SORBS - SOCKS: passed], [SPAMCOP: passed], [SPAMHAUS - PBL: passed], [SPAMHAUS - PBL2: passed], [SPAMHAUS - SBL: passed], [UCEPROTECT LEVEL 1: passed], [UCEPROTECT LEVEL 2: passed], [UCEPROTECT LEVEL 3: passed], [_REVERSEDNSLOOKUP: passed], [_BAYESIANFILTERING: passed], [_COMMTOUCH: 0,Unknown], [_DK: None], [_DKIM: Pass], [BONDEDSENDER: passed], [SORBS: passed], [SPAMHAUS SBL+XBL: passed]
[2016.05.25] 14:32:20 [18965] Starting local delivery to receiver@test.com
[2016.05.25] 14:32:20 [18965] Delivery for sender@test.com to receiver@test.com has completed (Delivered) Filter: None
[2016.05.25] 14:32:20 [18965] End delivery to receiver@test.com
[2016.05.25] 14:32:20 [18965] Delivery finished for sender@test.com at 2:32:20 PM    [id:-678407218965]
===============================================================================================
[2016.05.25] 14:49:32 [16620] Delivery started for sender@test.com at 2:49:32 PM
[2016.05.25] 14:50:15 [16620] Spam check results: [_SPF: Pass], [FIVE-TEN: passed], [HOSTKARMA - BLACKLIST: passed], [HOSTKARMA - BROWNLIST: passed], [HOSTKARMA - WHITELIST: passed], [SORBS - DYNAMIC IP: passed], [SORBS - PROXY: passed], [SORBS - SOCKS: passed], [SPAMCOP: passed], [SPAMHAUS - PBL: passed], [SPAMHAUS - PBL2: passed], [SPAMHAUS - SBL: passed], [UCEPROTECT LEVEL 1: passed], [UCEPROTECT LEVEL 2: passed], [UCEPROTECT LEVEL 3: passed], [_REVERSEDNSLOOKUP: passed], [_BAYESIANFILTERING: passed], [_COMMTOUCH: 0,Unknown], [_DK: None], [_DKIM: Fail], [BONDEDSENDER: passed], [SORBS: passed], [SPAMHAUS SBL+XBL: passed]
[2016.05.25] 14:50:18 [16620] Starting local delivery to user1@test.com
[2016.05.25] 14:50:18 [16620] Delivery for sender@test.com to user1@test.com has completed (Forwarded) Filter: Spam (high)
[2016.05.25] 14:50:18 [16620] End delivery to user1@test.com
[2016.05.25] 14:50:18 [16620] Starting local delivery to receiver@test.com
[2016.05.25] 14:50:18 [16620] Delivery for sender@test.com to receiver@test.com has completed (Forwarded) Filter: Spam (high)
[2016.05.25] 14:50:18 [16620] End delivery to receiver@test.com
[2016.05.25] 14:50:18 [16620] Starting local delivery to user2@test.com
[2016.05.25] 14:50:18 [16620] Delivery for sender@test.com to user2@test.com has completed (Forwarded) Filter: Spam (high)
[2016.05.25] 14:50:18 [16620] End delivery to user2@test.com
[2016.05.25] 14:50:21 [16620] Starting local delivery to spam.high@test.com
[2016.05.25] 14:50:21 [16620] Delivery for sender@test.com to spam.high@test.com has completed (Delivered) Filter: Auto mark as read
[2016.05.25] 14:50:21 [16620] End delivery to spam.high@test.com
[2016.05.25] 14:50:21 [16620] Delivery finished for sender@test.com at 2:50:21 PM    [id:-678407216620]
 
 

3 Replies

Reply to Thread
0
Bruce Barnes Replied
May 26, 2016 at 8:14 AM
There are lots of reasons DKIM can fail. Try these links, and see if any of them help you: ===================== https://portal.chicagonettech.com/kb/a171/smartermail-antispam-settings-document.aspx ===================== https://portal.chicagonettech.com/kb/a116/why-am-i-having-problems-getting-my-e-mail-delivered.aspx ===================== https://portal.chicagonettech.com/kb/a39/how-does-chicagonettech-control-spam.aspx ===================== You also need to make certain that the FQDN of the SmarterMail server, the name of the server that is registered on your SmarterMail license, is properly mapped to a PUBLIC IP ADDRESS, and that your HOST HEADER RECORDS contain the following variable, as the FIRST ITEM in the POP, IMAP, and SMTP OUT protocol settings. Yahoo! has started blocking messages which do not contain that data. ... #HostName# #TimeUTC# UTC | POP3 server ready | SmarterMail Enterprise 15.0.5976 ===================== Finally, make certain you have setup FEEDBACK LOOPS with all of the providers listed under the feedback loop section of www.unlocktheinbox.com. ... There's a whole lot more, but this should give you a good place to start. - Bruce Barnes
Bruce Barnes
ChicagoNetTech Inc

Phone: (224) 444-0169

E-Mail and DNS Security Specialist
Network Security Specialist

Customer Service Portal: https://portal.chicagonettech.com
Website: https://www.ChicagoNetTech.com
Security Blog: http://networkbastion.blogspot.com/

Web and E-Mail Hosting, E-Mail Security and Consulting
1
Chintan K Replied
May 26, 2016 at 11:02 AM
Hi Bruce,
 
Thanks for the reply.
 
My main concern is, if the same sender is sending email to a single recipient, the DKIM passes BUT it fails when sent to multiple recipients ! In this scenario, the sender mail server is a remote mail server and ours is a recipient mail server which is a Smartermail server.
 
Appreciate your insights on this.
 
 
1
kevind Replied
June 2, 2016 at 10:51 AM
Chintan, I was curious about this so I tried to duplicate, but could not. I used Google Apps to send to SmarterMail and DKIM passed for both a single recipient and multiple recipients. Using 15.0.5983.

Reply to Thread