System Event being triggered but the send email action results in the email stuck in spool
Problem reported by jeremy aurich - February 20, 2015 at 8:54 AM
I have thoroughly tested and tried multiple settings but the system generated emails are stuck in the spool showing pending. I am not seeing any errors to help try to resolve this. Where can I see what is happening as nothing shows in the logs?

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The issue is that the system uses the "default" brand's SMTP to send out the system event emails. In my case I didn't have one setup, as the departments had the SMTP settings. Unfortunately this is not well documented, neither is the fact that you cannot change the default brand. You might be able to change the default brand via the DB.
Jeremy Aurich has helped us!
The problem:
Normal mail was flowing to customers and agents. Event emails were being stuck in the Spool. We checked EML files. We checked EHLOs. We checked Logs. Nothing seemed to point to a solution.
Our solution:
Basically, in version 11, when you go to Email in Settings, the default SMTP address is blank.  We edited this to a) point to our exchange server and b) have a noreply@ address.  Once we did this, we went into IIS and did a stop and then a start on our website.  Restart doesn't seem to work.  Once we did this, all event mail appeared to flow.
To SmarterTools - My suggestion is that the user be prompted to enter in valid SMTP data for the Default SMTP address.  There should be a check for this upon upgrade from lower versions. 

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