Hello Mark, 

You will want to look on the machine for this issue as the connection to the mail server was never made. With no connection nothin will be in the SmarterMail logs. 

Things that can be tested on why the server was unreachable. 

For these tests to work they will need to be performed during the issue from the clients machine. 

Other possible options as well. 

I'm going to look this evening and see if I find anything in the logs on the client. The confusing part is the client was contacting the server and downloading new email. The user started deleting the messages in the outbox and then all of it went out. I have asked the user to not empty their deleted emails so I can find the offending message.

We are dealing with this exact issue and it is affecting a single client on both his desktop and laptop. No other users are experiencing this problem.

The client happens to have 56 folders under the Inbox (which is of course a big no-no), which we’ve advised against in the past, though it had been working fine until about a month ago.

Given that the issue persists across multiple devices and only affects this client, has anyone identified the cause or found any further clues? Any insights would be greatly appreciated!

I have seen behaviors like this in the past with corrupt messages in the outbox. Once one gets in there anything behind it will fail to go out as well, so once they delete the offending message the rest tend to go out without further trouble. Is there anything special about the message they deleted that got things moving again? I'd be on the lookout for attachments, signatures or signature images, etc. If you can narrow that down it can make troubleshooting the issue significantly easier.