I have similar behaviour with Evolution (Dapper) talking to my Debian server using uw-imapd. In my case plaintext passwords are disabled on the server outside of TLS, and after attempting a STARTTLS command evolution backs off to CRAM-MD5 without encryption.
The notes in the server log: Oct 24 13:51:48 guinness imapd[31748]: connect from 64.26.x.y (64.26.x.y) Oct 24 13:51:48 guinness imapd[31748]: imap service init from 64.26.x.y Oct 24 13:51:48 guinness imapd[31748]: Unable to accept SSL connection, host=ottawa-hs-64-26-x-y.d-ip.magma.ca [64.26.x.y] Oct 24 13:51:48 guinness imapd[31748]: SSL error status: error:1408F10B:SSL routines:SSL3_GET_RECORD:wrong version number Oct 24 13:51:48 guinness imapd[31749]: connect from 64.26.x.y (64.26.x.y) Oct 24 13:51:48 guinness imapd[31749]: imap service init from 64.26.x.y Oct 24 13:51:49 guinness imapd[31749]: Authenticated user=myusername host=ottawa-hs-64-26-x-y.d-ip.magma.ca [64.26.x.y] -- Problem with TLS support https://launchpad.net/bugs/23548 -- desktop-bugs mailing list desktop-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/desktop-bugs
