How do I send encrypted emails?

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InMotionFans
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I currently run a Mac, OSX 10.9.5. I use Outlook for sending and receiving emails. When I try to send something encrypted or digitally signed, it says I myst have a certificate and I am not sure what that means and where I can get one.
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JeffMa
I have located a 3rd party article which will walk you through the process of setting up Outlook to send encrypted messages at the following: Email encryption in Outlook