Hi Allen,
You can review the SmarterMail logs for more details about an email's delivery. It looks like your mail server is running 12.x, so I'll provide the steps for that version.
- First you'll need to ensure your log settings are set to Detailed. Log in as the System Admin and click on the Settings icon. Then click on Log Settings in the navigation pane.
- On the Log Detail Levels tab, ensure Delivery and SMTP are set to Detailed. If they already are, you can review your log files. If they're not, change them, then send some test emails to Gmail accounts so you can try and replicate the failed delivery.
- When you're ready to review the log files, click on the Manage icon. Then click on View Logs in the navigation pane.
- You can enter the sender's or recipient's email address in the search string, and enable Display related traffic to get more details about the Delivery or SMTP session.
Here are the Online Help documents for those two sections of the interface. These will help explain each setting available in those sections.
If you're not sure how to analyze the log results, please feel free to post them here. I hope this helps!
Andrea Free
SmarterTools Inc.
877-357-6278
www.smartertools.com