I feel like A could be important too, especially if changes in service levels affect storage. But I lean towards B since it involves agreement with stakeholders.
Okay, I've got it! The key is to set the hop Evaluation option to Follow When, so that the failure email is only sent when the Web service is actually unavailable. Option B is the way to go.
Okay, let me think this through. The question is asking about an outgoing mail policy feature, so that rules out file analysis. Outbreak filtering is more for detecting malware, not sensitive data. I'm leaning towards data loss prevention as the best answer here.
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