My apologies, in an effort to troubleshoot, I tried some other potential ports. The actual port is: 587
When I saw the
DEBUG SMTP: exception reading response: javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
I changed the connection and unchecked the SSL checkbox.
Here is the information from the log:
DEBUG SMTP: trying to connect to host "email.someemailserver.com", port 587, isSSL true
DEBUG SMTP: exception reading response: javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
DEBUG: setDebug: JavaMail version 1.4.1ea-SNAPSHOT
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport ,Sun Microsystems, Inc]
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "email.someemailserver.com", port 587, isSSL true
DEBUG SMTP: exception reading response: javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
DEBUG: setDebug: JavaMail version 1.4.1ea-SNAPSHOT
DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Sun Microsystems, Inc]
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "email.someemailserver.com", port 587, isSSL false
220 ford.someemailserver.local Microsoft ESMTP MAIL Service, Version: 6.0.3790.3959 ready at Thu, 27 Mar 2008 10:16:15 -0500
DEBUG SMTP: connected to host "email.someemailserver.com", port: 587
EHLO dim4700-vista.gateway.2wire.net
250-ford.someemailserver.local Hello [ww.xx.yy.zz]
250-TURN
250-SIZE
250-ETRN
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-8bitmime
250-BINARYMIME
250-CHUNKING
250-VRFY
250-TLS
250-STARTTLS
250-X-EXPS GSSAPI NTLM
250-AUTH GSSAPI NTLM
250-X-LINK2STATE
250-XEXCH50
250 OK
DEBUG SMTP: Found extension "TURN", arg ""
DEBUG SMTP: Found extension "SIZE", arg ""
DEBUG SMTP: Found extension "ETRN", arg ""
DEBUG SMTP: Found extension "PIPELINING", arg ""
DEBUG SMTP: Found extension "DSN", arg ""
DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""
DEBUG SMTP: Found extension "8bitmime", arg ""
DEBUG SMTP: Found extension "BINARYMIME", arg ""
DEBUG SMTP: Found extension "CHUNKING", arg ""
DEBUG SMTP: Found extension "VRFY", arg ""
DEBUG SMTP: Found extension "TLS", arg ""
DEBUG SMTP: Found extension "STARTTLS", arg ""
DEBUG SMTP: Found extension "X-EXPS", arg "GSSAPI NTLM"
DEBUG SMTP: Found extension "AUTH", arg "GSSAPI NTLM"
DEBUG SMTP: Found extension "X-LINK2STATE", arg ""
DEBUG SMTP: Found extension "XEXCH50", arg ""
DEBUG SMTP: Found extension "OK", arg ""
DEBUG SMTP: Attempt to authenticate
DEBUG SMTP: use8bit false
MAIL FROM:<jschwartz@someemailserver.com>
530 5.7.0 Must issue a STARTTLS command first
DEBUG SMTP: got response code 530, with response: 530 5.7.0 Must issue a STARTTLS command first
RSET
530 5.7.0 Must issue a STARTTLS command first
javax.mail.MessagingException: 530 5.7.0 Must issue a STARTTLS command first
at com.sun.mail.smtp.SMTPTransport.issueCommand(SMTPT ransport.java:1468)
at com.sun.mail.smtp.SMTPTransport.issueSendCommand(S MTPTransport.java:1499)
at com.sun.mail.smtp.SMTPTransport.mailFrom(SMTPTrans port.java:1041)
at com.sun.mail.smtp.SMTPTransport.sendMessage(SMTPTr ansport.java:621)
at javax.mail.Transport.send0(Transport.java:169)
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)
QUIT
221 2.0.0 ford.someemailserver.local Service closing transmission channel  |