Forum Discussion
pmb90
Jan 30, 2026Copper Contributor
Encryption disappears in Outlook - Sensitivity Label not working
Hello everyone, we implemented Sensitivity Labels at our client and have iconsistent and unexpected behavior, we cannot explain. Maybe some of you can help or have ideas on whats going on: Scen...
Ajeeth_Muthu
Jan 30, 2026Brass Contributor
Scenario 1: When an encrypted email is forwarded, Outlook creates a new message. If the sensitivity label is not automatically re-applied on forward, the new message is sent without encryption, even though the original content was encrypted.
Scenario 2: Sensitivity labels are applied at the message level, not the conversation level. Replies and subsequent messages are new emails. If the label is not reapplied (manually or automatically), encryption is dropped.
Hope this answers your question! 🙂