Office 2011 14.4.7, PKard 1.6.1 With Mavericks and Mountain Lion, I could insert my CAC at any time, send a signed mail, and get prompted for my PIN. Ever since going to Yosemite, if I have my CAC working in Outlook,
take it out, and reinsert it; I do not get prompted for a PIN; and Tools, Accounts, Advanced, Security does not see my certificates at all. Closing and re-opening Outlook will fix. It also seems that if Outlook doesn't recognize my CAC, if I open a browser
and go to a web page that requires my CAC, I get prompted for a PIN, enter it, and return to Outlook that at least some of the time I can then send signed mail again.
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