ITSM and Checking IMAP over SSL

Posted on October 12, 2011

We’re in the process of moving our users from Exchange 2003 to Exchange 2010.  In that process, we’re needing to move our ITSM mailboxes to 2010 also.  As of right now, it’s looking like the version of ITSM that we’re on (6.3.2) doesn’t appear to like the fact that the Exchange server will be serving up IMAP over SSL.

In the course of troubleshooting this, I’ve learned how to at least test that I’m able to connect to the IMAP server, via SSL.  With a non-SSL IMAP connection, you can just use telnet –

machine:~$ telnet mydomain 143.  That should be enough to confirm that you can get a connection to the server.  With an SSL-enabled connection though, you of course need to connect via an SSL connection.  Linux to the rescue!  I run a Linux desktop, so I have an SSL client at my fingertips.  I’m able to simply run openssl and connect to the IMAP server, over SSL.  Simply open a terminal and run openssl’s client – machine:~$ openssl s_client -connect mydomain:993

Since the problem that I’m seeing appears to be a connection issue, I haven’t gone beyond simply checking the connection, but I would assume that, at that point, you should be able to run the usual IMAP commands.

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