Hello David, this was a known issue and I recommend upgrading to our latest minor release available at the link below. Please uninstall build 7053 (noting the install location) and replace it with the latest to resolve these issues. You may also need to head in to Settings>System Messages and configure a valid from address for these system level notification messages. 

https://www.smartertools.com/smartermail/downloads#/download 

Upgraded to 100.0.7093 and that seems to have fixed it.

I spoke too soon.  I'm still getting these with 100.0.7093 on multiple servers.

[2019.06.10] 02:31:46.283 [01562] Delivery for System Administrator to bstuckey@pinnacleitcrew.com has bounced. Reason: Remote host said: 501 5.1.7 Invalid address [CO1NAM03FT012.eop-NAM03.prod.protection.outlook.com]

and 

[2019.06.10] 05:59:18.774 [01756] Delivery for System Administrator to bounce@icprobounce.com has bounced. Reason: Remote host said: 501 5.1.7 Bad sender address syntax

 I'm still getting these with 100.0.7093 on multiple servers.

[2019.06.13] 12:12:42.292 [24905] Delivery for System Administrator to rcptpga4nwlcrgbgfbd8p28rlwtjuiwgxrj2dutoedvz@r1.rpost.net has bounced. Reason: Remote host said: 501 5.5.4 Invalid Address

and

[2019.06.13] 11:06:12.353 [24540] Delivery for System Administrator to swissinger@wurthlac.com has bounced. Reason: Remote host said: 501 5.1.7 Bad sender address syntax

Hello David, 

Have you set up an email address for the different system messages. 

 

Thank you

Sorry for the delay David! The instructions Tony provided above should resolve these lingering issues as SmarterMail is currently not sure what outbound email address you want it to use. Once configured these issues should clear right up!

I made sure all System Messages have a valid email address, but the problem persists.  Here is the full transcript of one of the failures:

[2019.06.14] 08:34:53.155 [82571] Delivery started for System Administrator (via bypass) at 8:34:53 AM
[2019.06.14] 08:34:56.165 [82571] Added to SpamCheckQueue (0 queued; 2/30 processing)
[2019.06.14] 08:34:56.165 [82571] [SpamCheckQueue] Begin Processing.
[2019.06.14] 08:34:56.196 [82571] Starting Spam Checks.
[2019.06.14] 08:34:56.196 [82571] Skipping spam checks: User authenticated
[2019.06.14] 08:34:56.196 [82571] Spam Checks completed.
[2019.06.14] 08:34:56.196 [82571] Removed from SpamCheckQueue (1 queued or processing)
[2019.06.14] 08:34:59.165 [82571] Added to RemoteDeliveryQueue (1 queued; 0/50 processing)
[2019.06.14] 08:34:59.165 [82571] [RemoteDeliveryQueue] Begin Processing.
[2019.06.14] 08:34:59.165 [82571] Sending remote mail for System Administrator
[2019.06.14] 08:34:59.227 [82571] MxRecord count: '2' for domain 'mahgarch.com'
[2019.06.14] 08:34:59.243 [82571] Attempting MxRecord Host Name: 'cluster8.us.messagelabs.com', preference '10', Ip Count: '6'
[2019.06.14] 08:34:59.243 [82571] Attempting to send to MxRecord 'cluster8.us.messagelabs.com' ip: '67.219.246.197'
[2019.06.14] 08:34:59.243 [82571] Sending remote mail to: salmond@mahgarch.com
[2019.06.14] 08:34:59.243 [82571] Initiating connection to 67.219.246.197
[2019.06.14] 08:34:59.243 [82571] Connecting to 67.219.246.197:25 (Id: 1)
[2019.06.14] 08:34:59.258 [82571] Connection to 67.219.246.197:25 from 209.190.184.143:53996 succeeded (Id: 1)
[2019.06.14] 08:34:59.383 [82571] RSP: 220 server-5.tower-405.messagelabs.com ESMTP
[2019.06.14] 08:34:59.383 [82571] CMD: EHLO mail.redcrystalstudio.com
[2019.06.14] 08:34:59.430 [82571] RSP: 250-server-5.tower-405.messagelabs.com
[2019.06.14] 08:34:59.430 [82571] RSP: 250-STARTTLS
[2019.06.14] 08:34:59.430 [82571] RSP: 250-PIPELINING
[2019.06.14] 08:34:59.430 [82571] RSP: 250 8BITMIME
[2019.06.14] 08:34:59.430 [82571] CMD: STARTTLS
[2019.06.14] 08:34:59.493 [82571] RSP: 220 ready for TLS
[2019.06.14] 08:34:59.602 [82571] CMD: EHLO mail.redcrystalstudio.com
[2019.06.14] 08:34:59.665 [82571] RSP: 250-server-5.tower-405.messagelabs.com
[2019.06.14] 08:34:59.665 [82571] RSP: 250-PIPELINING
[2019.06.14] 08:34:59.665 [82571] RSP: 250 8BITMIME
[2019.06.14] 08:34:59.665 [82571] CMD: MAIL FROM:<System Administrator>
[2019.06.14] 08:34:59.696 [82571] RSP: 555 MAIL FROM syntax error (#5.5.2)
[2019.06.14] 08:34:59.696 [82571] CMD: QUIT
[2019.06.14] 08:34:59.727 [82571] RSP: 221 server-5.tower-405.messagelabs.com
[2019.06.14] 08:34:59.727 [82571] Attempt to ip, '67.219.246.197' success: 'True'
[2019.06.14] 08:34:59.727 [82571] Delivery for System Administrator to salmond@mahgarch.com has bounced. Reason: Remote host said: 555 MAIL FROM syntax error (#5.5.2)
[2019.06.14] 08:34:59.727 [82571] Delivery for System Administrator to salmond@mahgarch.com has completed (Bounced)
[2019.06.14] 08:34:59.727 [82571] Removed from RemoteDeliveryQueue (0 queued or processing)
[2019.06.14] 08:35:02.177 [82571] Removing Spool message: Killed: False, Failed: False, Finished: True
[2019.06.14] 08:35:02.177 [82571] Delivery finished for System Administrator at 8:35:02 AM    [id:13782571]

What now?

Bump Please!

I upgraded from 15.7 to the current version of 100.0.7093

Bump Please!