How can a client securely retrieve their email using IMAP or POP3?  That is,
if they have sensitive messages in their mailbox, they want the retrieval of
those messages to be encrypted.
You can use secure POP3, by using an SSL tunnelling program ( such as http://www.stunnel.org ) on the IMail server, that would listen on the secure POP3 port (995) and communicate internally with the standard POP3 port (110). Voila, your customer can use POP3 securely -- they just need to tell their mail client to use the secure POP3 connection.

However, the big catch here is that in most cases doing this is silly and pointless, except for the warm fuzzies that come with it. Typically "The Boss" loves hearing that he has a secure connection to the mailserver, because he has no clue (and doesn't care) that the E-mail is not secure before it gets to the mailserver or while it is on the mailserver.

I've seen some discussion on possibly setting up an stunnel gateway, but that is
more elaborate than we want to get into. Anyway solutions that don't
involve a gateway? That just work naturally with IMail?
The SSL tunnelling option is almost as easy as an addon solution would be. I set that up once on an IMail server for web messaging, where the IMail implementation of SSL wasn't working well enough, at the www.stunnel.org solution worked much better, and was not too difficult to set up.

-Scott
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