You have an Exchange Server 2010 organization. A user named Userl connects to his mailbox using
Microsoft Office Outlook. Userl reports that he is unable to send encrypted email messages to an
external recipient named User2.
You verify that Userl and User2 have email encryption certificates.
You need to ensure that Userl can send encrypted email messages to User2.
What should you do first?
A.
Instruct User2 to add a delegate.
B.
Instruct User2 to send a signed email message to Userl.
C.
Instruct Userl to send a signed email message to User2.
D.
Instruct Userl to modify the sensitivity settings of the email message.
I wasn’t sure about the answer and did some digging..
This is from Kansas University FAQ about email encryption:
“To send encrypted mail you must each have a digital certificate for the other person. The easiest way to arrange this with someone outside KU is to send them digitally signed email and have them send you a digitally signed reply. Once you have each others certificates you can exchange encrypted email exactly as you would with someone at KU”