I setup zimbra desktop as a front-end to my company's MS Exchange server. Since I use firefox, the MS Exchange OWA is severly crippled.

In any event, I'm having trouble getting ZD to send email via the company exchange server. I can receive email just fine. I know the settings are correct. The log file shows this error:

2008-03-25 21:13:43,163 WARN [sync-timer-jschwartz73@someemailserver.com] [] smtp - exception occurred during SendMsg
com.zimbra.cs.mailbox.MailSender$SafeMessagingExce ption: Unrecognized SSL message, plaintext connection?; chained exception is:
javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
at com.sun.mail.smtp.SMTPTransport.readServerResponse (SMTPTransport.java:1598)
at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTra nsport.java:1356)
at com.sun.mail.smtp.SMTPTransport.protocolConnect(SM TPTransport.java:399)
at javax.mail.Service.connect(Service.java:297)
at javax.mail.Service.connect(Service.java:156)
at javax.mail.Service.connect(Service.java:105)
at javax.mail.Transport.send0(Transport.java:168)
at javax.mail.Transport.send(Transport.java:98)
at com.zimbra.cs.mailbox.MailSender.sendMessage(MailS ender.java:428)
at com.zimbra.cs.mailbox.MailSender.sendMimeMessage(M ailSender.java:248)
at com.zimbra.cs.mailbox.LocalMailbox.sendPendingMess ages(LocalMailbox.java:155)
at com.zimbra.cs.mailbox.LocalMailbox.sync(LocalMailb ox.java:293)
at com.zimbra.cs.mailbox.LocalMailbox.syncOnTimer(Loc alMailbox.java:236)
at com.zimbra.cs.mailbox.DesktopMailbox$1.run(Desktop Mailbox.java:85)
at java.util.TimerThread.mainLoop(Unknown Source)
at java.util.TimerThread.run(Unknown Source)

I've tried different variations of my username as well as shutting off the SSL as the error message suggests. Nothing seems to work. The only thing interesting about our company email setup is the SSL for SMTP is on port 465.

Any suggestions?

On a side note, ZD is working great with my yahoo plus, gmail and another pop3 account i have.