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Actually, we want to implement the following process.
User A --plain message--> my account --forward with encryption --> User B (should get an encrypted message)
A. using mail rule (copy mail to)
Do you mean it is proved it doesn't work even the "encrypting mail that I sent" has checked? It really doesn't work in my case.
B. I try to use a javaagent by runtime as "after new mail has arrived" below. However, the receiver can only get a plain email even I use setEncryptOnSend(true).