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Please provide following info:
1.what server you are using?
2. Please ensure you are using correct username/password in siebel-data-adapter.properties file. Also ensure the user has privileges similar to that of sadmin.
3. Ensure the user is created in Adminstration->User view.
4. check workflow instance monitor in siebel for any errors reported.
The above points may not solve your problems but I too got these error due to incorrectness in above said configurations.
It looks like the 500 error is coming from the remote server that the data is being sent to - check the logs at that end ... which probably didn't take you 2 months to figure out :-)