I have been having an issue with the Scheduled reports on Windows 2008. I have done a lot of reading on Thwack about this and have made many changes.
First: I switched from http to https.
Second: I turned on NT authentication to the Orion Website.
Third: I created a new user in our domain and gave them local admin rights to the server.
Fourth: I have modified the Task Scheduler Task to allow for running with out being logged in.
If I use my domain admin account I can run the task and it works, it sends me the email (This works if i am logged in as this user and if i am not logged in). If I use the account that is set to a local admin the task runs and everything completes but there is no email in my inbox. I do not see any errors in the event log. The task goes back to idle after running for a minute. I have even ran this task with the user logged in and it does the same thing.