Open Deploy Failures

System

W2K Environment
Teamsite 5.5.2
Opendeploy 5.5.1

Does anybody have a good insight to troubleshooting Opendeploy failures. We have workflow that, once approved, simply fires off the opendeploy agent that sends the approved files out to production server (pretty standard stuff). However, a few times a week, those tasks get stuck in the Teamsite task queue with a status of 'Retry_Deployment'. I can't find any error messages in any of the opendeploy logs. The only message I can find is the teamsite iwevents.log file that basically states the task number and 'retry_deployment' for the status.

Is there a log file that shows why these deployments are failing? I can simply go to the task list and take ownership of the task and attempt to retry the deployment, which usually works. But, I have no explanation of why this is happening.