Hi folks,

I'm reposting this from my email address on file, because it was initially rejected (I think because I sent it from my main business address, which is not the address I have listed with this group. My apologies.

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I've been using stunnel with Zimbra, on OS X Sever since last year and it's been working well (SSL tunnels should be seen and not heard ;-). I upgraded Zimbra yesterday to a new version, that apparently was supposed to fix its instability running on the OS X platform.

However, the upgrade wound up breaking the mail server's ability to send email. From Zimbra's web client, it appears like mail is getting sent (there's a little green sent mail box that pops up right after you click on the send button). Mail never arrives at the client end. I can still receive mail into the Zimbra account when I send to it from my business or personal email account. I provisoned and reloaded posffix, etc., and still can't receive mail on the other end. No stunnel settings have changed since before the upgrade. Here are the stunnel-related file outputs:

----------------------------------------------------------------- root# cat /opt/local/etc/stunnel/stunnel.conf client = yes foreground = no

[smtps] accept = 5000 connect = server_name.x.y.com:465 (server name changed to protect the innocent ;-)

----------------------------------------------------------------- cat /opt/zimbra/conf/relay_password server_name.domain.com user_name@yetanotherdomain.com:fakepassword --------------------------------------------- With the real usernames, password, domains, etc., those two (above) stunnel files worked perfectly well with stunnel, and sending mail was not a problem. That was --until I upgraded Zimbra. I realize that this is a stunnel forum and the Zimbra-related forum deals with all their issues. However, I'm wondering if somebody out there in stunnel land might have a light bulb going off regarding this issue. Perhaps there's something that I'm overlooking?

Thanks!

Allen