On Apr 5, 2013, at 10:33 AM, Morgen Sagen <sagen@apple.com> wrote:

You could try configuring the SSLPassPhraseDialog key to an appropriate program on your system. The problem is I don't know if this will work if the program you specify needs to interact with a tty to prompt for the passphrase because the calendar server worker processes don't have a tty as far as I know.

If the supplied traceback is what happens when the user doesn't or can't specify a passphrase, or specifies the wrong passphrase, for the cert, that's still a pretty serious bug :). Would someone like to confirm that and file it at calendarserver.org?