I'm not sure if the report job server destinations is a red herring or not, here is the error I see in the windows event log from the scheduler, as a report is stuck at a pending status:
On the scheduler the settings are not to use the job scheduler default settings and specify my own email addresses.
Tested with/without using job scheduler settings and the report is stuck at pending.
I have a working server where i can see destinations on the report job sever and assumed the scheduler used these settings when emailing out reports, is this correct?
Note: I only ever run one report at a time, there isn't an issue with volume.