How do I use the Certificate Assistant to set up secure email for clients

I was at first thrilled to find the Certificate Assistant, and now I'm frustrated. I need to have secure, encrypted email for my psychotherapy clients. I thought that if I created my own certificate authority and then issued certificates to my clients, I would be fine. But I can't get this to work. I set up my own authority, but when I try to get a certificate (using a different email account) I can't get it to work. For example, I go to the website created on mac.com and click the "download an invitation" button and then click the download, which opens the Assistant. I fill out the form, but I get an error saying I haven't configured an email account. How do I "configure" an email account? I mean, I use this account all the time; what more configuration does it need?
Second question. Will anybody with a Windows machine be able to use that webpage? Seems like it's a mac only program, so what good is it in the real world?
I know I could try to do this with Thawte or whatever, but asking my clients to get trusted so I can use encryption is unreasonable. If not having my own authority (if I could get THAT to work) is there any other way? Are there any good things to read about this? With the federal HIPAA privacy requirements, there are lots of doctors wrestling with this question.

If you are referring to your "iCloud account", then simply tap "settings / iCloud" - delete the account you are currently logged in with, and add the correct one.
iCloud Set up - http://www.apple.com/ca/icloud/setup/.

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How do I use the Certificate Assistant to set up secure email for clients

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